Flights from Chicago to New York (ORD to JFK)

Discover more affordable routes and cheaper dates from Chicago to New York (ORD to JFK) within a date range.

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US$282

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 7 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$282

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 15 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$314

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 24 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$314

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Thu Jun 5th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 23 nights

Thu Jun 5th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Thu Jun 5th 2025 Sun Country Airlines · SY 261 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$314

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 32 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$320

6:18pm - 10:33am
Thu May 22nd 2025

15h 15m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 22nd 2025 Sun Country Airlines · SY 262 Depart at 6:18pm from Chicago (ORD) Fly for 1h 44m Arrive at 8:02pm in Minneapolis (MSP)

Layover in Minneapolis for 10h 46m

Fri May 23rd 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 14 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$320

6:18pm - 10:33am
Thu May 22nd 2025

15h 15m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 22nd 2025 Sun Country Airlines · SY 262 Depart at 6:18pm from Chicago (ORD) Fly for 1h 44m Arrive at 8:02pm in Minneapolis (MSP)

Layover in Minneapolis for 10h 46m

Fri May 23rd 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 22 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$336

8:05pm - 10:33am
Sun Jun 1st 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Sun Jun 1st 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Mon Jun 2nd 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 4 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$336

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 7:11pm
Thu Jun 12th 2025

8h 44m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 30 nights

Thu Jun 12th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 3h 54m

Thu Jun 12th 2025 Sun Country Airlines · SY 261 Depart at 5:30pm from Minneapolis (MSP) Fly for 1h 41m Arrive at 7:11pm in Chicago (ORD)
US$336

8:05pm - 10:33am
Sun Jun 1st 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Sun Jun 1st 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Mon Jun 2nd 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 12 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$347

5:58pm - 6:09am
Tue Jun 3rd 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6296 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6744 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 2 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$347

5:58pm - 6:09am
Tue Jun 10th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 6296 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 10th 2025 Hawaiian Airlines · HA 6744 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 3 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$347

5:58pm - 6:09am
Tue Jun 3rd 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6296 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6744 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 10 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

5:58pm - 6:09am
Sat May 31st 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 31st 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Sat May 31st 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 5 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$357

5:58pm - 6:09am
Wed Jun 4th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Wed Jun 4th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 1 night

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$357

5:58pm - 6:09am
Tue Jun 3rd 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 3rd 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 2 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$357

10:00am - 10:59pm
Wed Jun 4th 2025

11h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 25m Arrive at 12:25pm in Seattle (SEA)

Layover in Seattle for 2h 12m

Wed Jun 4th 2025 Alaska Airlines · AS 16 Depart at 2:37pm from Seattle (SEA) Fly for 5h 22m Arrive at 10:59pm in New York (JFK)

Stay in New York for 1 night

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$357

10:00am - 10:59pm
Tue Jun 3rd 2025

11h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 25m Arrive at 12:25pm in Seattle (SEA)

Layover in Seattle for 2h 12m

Tue Jun 3rd 2025 Alaska Airlines · AS 16 Depart at 2:37pm from Seattle (SEA) Fly for 5h 22m Arrive at 10:59pm in New York (JFK)

Stay in New York for 2 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$357

6:00am - 7:29pm
Wed Jun 4th 2025

12h 29m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 587 Depart at 6:00am from Chicago (ORD) Fly for 4h 27m Arrive at 8:27am in Seattle (SEA)

Layover in Seattle for 2h 28m

Wed Jun 4th 2025 Alaska Airlines · AS 34 Depart at 10:55am from Seattle (SEA) Fly for 5h 34m Arrive at 7:29pm in New York (JFK)

Stay in New York for 1 night

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$357

5:58pm - 6:09am
Tue Jun 3rd 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 3rd 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 10 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

5:58pm - 6:09am
Sat May 31st 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 31st 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Sat May 31st 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 13 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

5:58pm - 6:09am
Wed Jun 4th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Wed Jun 4th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 9 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

5:58pm - 6:09am
Sat Jun 7th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Sat Jun 7th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Sat Jun 7th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 6 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

10:00am - 10:59pm
Wed Jun 4th 2025

11h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 25m Arrive at 12:25pm in Seattle (SEA)

Layover in Seattle for 2h 12m

Wed Jun 4th 2025 Alaska Airlines · AS 16 Depart at 2:37pm from Seattle (SEA) Fly for 5h 22m Arrive at 10:59pm in New York (JFK)

Stay in New York for 9 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

10:00am - 10:59pm
Tue Jun 3rd 2025

11h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 25m Arrive at 12:25pm in Seattle (SEA)

Layover in Seattle for 2h 12m

Tue Jun 3rd 2025 Alaska Airlines · AS 16 Depart at 2:37pm from Seattle (SEA) Fly for 5h 22m Arrive at 10:59pm in New York (JFK)

Stay in New York for 10 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

6:00am - 7:29pm
Sat Jun 7th 2025

12h 29m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Sat Jun 7th 2025 Alaska Airlines · AS 587 Depart at 6:00am from Chicago (ORD) Fly for 4h 27m Arrive at 8:27am in Seattle (SEA)

Layover in Seattle for 2h 28m

Sat Jun 7th 2025 Alaska Airlines · AS 34 Depart at 10:55am from Seattle (SEA) Fly for 5h 34m Arrive at 7:29pm in New York (JFK)

Stay in New York for 6 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

6:00am - 7:29pm
Wed Jun 4th 2025

12h 29m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 587 Depart at 6:00am from Chicago (ORD) Fly for 4h 27m Arrive at 8:27am in Seattle (SEA)

Layover in Seattle for 2h 28m

Wed Jun 4th 2025 Alaska Airlines · AS 34 Depart at 10:55am from Seattle (SEA) Fly for 5h 34m Arrive at 7:29pm in New York (JFK)

Stay in New York for 9 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Tue Jun 3rd 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 4 nights

Tue Jun 3rd 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 3rd 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Wed Jun 4th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 5 nights

Wed Jun 4th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 4th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Wed Jun 11th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 12 nights

Wed Jun 11th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 11th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Tue Jun 10th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 11 nights

Tue Jun 10th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 10th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:30am - 10:23pm
Tue Jun 3rd 2025

11h 53m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 4 nights

Tue Jun 3rd 2025 Alaska Airlines · AS 23 Depart at 11:30am from New York (JFK) Fly for 6h 8m Arrive at 2:38pm in Seattle (SEA)

Layover in Seattle for 1h 41m

Tue Jun 3rd 2025 Alaska Airlines · AS 330 Depart at 4:19pm from Seattle (SEA) Fly for 4h 4m Arrive at 10:23pm in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:30am - 10:23pm
Wed Jun 11th 2025

11h 53m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 12 nights

Wed Jun 11th 2025 Alaska Airlines · AS 23 Depart at 11:30am from New York (JFK) Fly for 6h 8m Arrive at 2:38pm in Seattle (SEA)

Layover in Seattle for 1h 41m

Wed Jun 11th 2025 Alaska Airlines · AS 330 Depart at 4:19pm from Seattle (SEA) Fly for 4h 4m Arrive at 10:23pm in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Tue Jun 3rd 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 3 nights

Tue Jun 3rd 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Tue Jun 3rd 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Wed Jun 4th 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 4 nights

Wed Jun 4th 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Wed Jun 4th 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Sat Jun 7th 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 7 nights

Sat Jun 7th 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Sat Jun 7th 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Tue Jun 10th 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 10 nights

Tue Jun 10th 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Tue Jun 10th 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$357

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Wed Jun 11th 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 11 nights

Wed Jun 11th 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Wed Jun 11th 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$362

5:58pm - 6:09am
Fri May 30th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Fri May 30th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Fri May 30th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 6 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$362

5:58pm - 6:09am
Sat May 24th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 24th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Sat May 24th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 12 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$362

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 9 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$362

5:58pm - 6:09am
Sat May 24th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 24th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Sat May 24th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 20 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$362

5:58pm - 6:09am
Fri May 30th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 9:39pm
Sat Jun 14th 2025

11h 12m
New York (JFK) → Chicago (ORD)

1 Stop

Fri May 30th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Fri May 30th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 14 nights

Sat Jun 14th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 24m

Sat Jun 14th 2025 Sun Country Airlines · SY 1629 Depart at 8:00pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 9:39pm in Chicago (ORD)
US$379

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Tue Jun 3rd 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 21 nights

Tue Jun 3rd 2025 Hawaiian Airlines · HA 4745 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6669 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$379

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Wed Jun 4th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 22 nights

Wed Jun 4th 2025 Hawaiian Airlines · HA 4745 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 4th 2025 Hawaiian Airlines · HA 6669 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Tue Jun 3rd 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 21 nights

Tue Jun 3rd 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 3rd 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Wed Jun 4th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 22 nights

Wed Jun 4th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 4th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Wed Jun 11th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 29 nights

Wed Jun 11th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 11th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Tue Jun 10th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 28 nights

Tue Jun 10th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 10th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

11:30am - 10:23pm
Wed Jun 11th 2025

11h 53m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 29 nights

Wed Jun 11th 2025 Alaska Airlines · AS 23 Depart at 11:30am from New York (JFK) Fly for 6h 8m Arrive at 2:38pm in Seattle (SEA)

Layover in Seattle for 1h 41m

Wed Jun 11th 2025 Alaska Airlines · AS 330 Depart at 4:19pm from Seattle (SEA) Fly for 4h 4m Arrive at 10:23pm in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

11:30am - 10:23pm
Tue Jun 3rd 2025

11h 53m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 21 nights

Tue Jun 3rd 2025 Alaska Airlines · AS 23 Depart at 11:30am from New York (JFK) Fly for 6h 8m Arrive at 2:38pm in Seattle (SEA)

Layover in Seattle for 1h 41m

Tue Jun 3rd 2025 Alaska Airlines · AS 330 Depart at 4:19pm from Seattle (SEA) Fly for 4h 4m Arrive at 10:23pm in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Tue Jun 3rd 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 20 nights

Tue Jun 3rd 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Tue Jun 3rd 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Sat Jun 7th 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 24 nights

Sat Jun 7th 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Sat Jun 7th 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Wed Jun 4th 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 21 nights

Wed Jun 4th 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Wed Jun 4th 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Tue Jun 10th 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 27 nights

Tue Jun 10th 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Tue Jun 10th 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$389

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

7:29am - 6:55pm
Wed Jun 11th 2025

12h 26m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 28 nights

Wed Jun 11th 2025 Alaska Airlines · AS 21 Depart at 7:29am from New York (JFK) Fly for 6h 8m Arrive at 10:37am in Seattle (SEA)

Layover in Seattle for 2h 3m

Wed Jun 11th 2025 Alaska Airlines · AS 410 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)
US$394

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 26 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$394

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:30am - 10:23pm
Wed Jun 4th 2025

11h 53m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 5 nights

Wed Jun 4th 2025 Alaska Airlines · AS 23 Depart at 11:30am from New York (JFK) Fly for 6h 8m Arrive at 2:38pm in Seattle (SEA)

Layover in Seattle for 1h 41m

Wed Jun 4th 2025 Alaska Airlines · AS 330 Depart at 4:19pm from Seattle (SEA) Fly for 4h 4m Arrive at 10:23pm in Chicago (ORD)
US$399

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Sat Jun 7th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 8 nights

Sat Jun 7th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Sat Jun 7th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$399

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

6:53pm - 5:40am
Fri Jun 13th 2025

11h 47m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 14 nights

Fri Jun 13th 2025 Alaska Airlines · AS 17 Depart at 6:53pm from New York (JFK) Fly for 6h 22m Arrive at 10:15pm in Seattle (SEA)

Layover in Seattle for 1h 25m

Fri Jun 13th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$399

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

6:53pm - 5:40am
Thu Jun 12th 2025

11h 47m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 13 nights

Thu Jun 12th 2025 Alaska Airlines · AS 17 Depart at 6:53pm from New York (JFK) Fly for 6h 22m Arrive at 10:15pm in Seattle (SEA)

Layover in Seattle for 1h 25m

Thu Jun 12th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$400

6:18pm - 10:33am
Thu May 22nd 2025

15h 15m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 22nd 2025 Sun Country Airlines · SY 262 Depart at 6:18pm from Chicago (ORD) Fly for 1h 44m Arrive at 8:02pm in Minneapolis (MSP)

Layover in Minneapolis for 10h 46m

Fri May 23rd 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 16 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$400

8:05pm - 10:33am
Thu May 29th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

6:53pm - 5:40am
Mon Jun 16th 2025

11h 47m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 29th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 30th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 17 nights

Mon Jun 16th 2025 Hawaiian Airlines · HA 4990 Depart at 6:53pm from New York (JFK) Fly for 6h 22m Arrive at 10:15pm in Seattle (SEA)

Layover in Seattle for 1h 25m

Mon Jun 16th 2025 Hawaiian Airlines · HA 6815 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$407

8:05pm - 10:33am
Thu May 8th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 8th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 9th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 28 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$407

8:05pm - 10:33am
Thu May 8th 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Thu Jun 5th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 8th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Fri May 9th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 27 nights

Thu Jun 5th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Thu Jun 5th 2025 Sun Country Airlines · SY 261 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$407

6:11pm - 10:33am
Sun May 11th 2025

15h 22m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Thu Jun 5th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Sun May 11th 2025 Sun Country Airlines · SY 262 Depart at 6:11pm from Chicago (ORD) Fly for 1h 44m Arrive at 7:55pm in Minneapolis (MSP)

Layover in Minneapolis for 10h 53m

Mon May 12th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 24 nights

Thu Jun 5th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Thu Jun 5th 2025 Sun Country Airlines · SY 261 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$407

6:11pm - 10:33am
Sun May 11th 2025

15h 22m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Sun May 11th 2025 Sun Country Airlines · SY 262 Depart at 6:11pm from Chicago (ORD) Fly for 1h 44m Arrive at 7:55pm in Minneapolis (MSP)

Layover in Minneapolis for 10h 53m

Mon May 12th 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 25 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$416

8:05pm - 10:33am
Sun Jun 1st 2025

13h 28m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Sun Jun 1st 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 59m

Mon Jun 2nd 2025 Sun Country Airlines · SY 567 Depart at 6:48am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:33am in New York (JFK)

Stay in New York for 6 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$421

5:58pm - 6:09am
Tue Jun 3rd 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Wed Jun 4th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6296 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6744 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 0 nights

Wed Jun 4th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 4th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$421

5:58pm - 6:09am
Tue Jun 10th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Wed Jun 11th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 6296 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 10th 2025 Hawaiian Airlines · HA 6744 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 0 nights

Wed Jun 11th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 11th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$421

5:58pm - 6:09am
Tue Jun 3rd 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Wed Jun 11th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6296 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6744 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 7 nights

Wed Jun 11th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 11th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$421

5:58pm - 6:09am
Tue Jun 3rd 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

6:50pm - 5:40am
Tue Jun 10th 2025

11h 50m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6296 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6744 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 6 nights

Tue Jun 10th 2025 Alaska Airlines · AS 17 Depart at 6:50pm from New York (JFK) Fly for 6h 10m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 10th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)
US$427

5:58pm - 6:09am
Tue Jun 3rd 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6296 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Tue Jun 3rd 2025 Hawaiian Airlines · HA 6744 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 4 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$432

8:05pm - 10:00am
Mon May 12th 2025

12h 55m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:09pm
Mon Jun 9th 2025

6h 42m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Sun Country Airlines · SY 262 Depart at 8:05pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:49pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 26m

Tue May 13th 2025 Sun Country Airlines · SY 1603 Depart at 6:15am from Minneapolis (MSP) Fly for 2h 45m Arrive at 10:00am in New York (JFK)

Stay in New York for 27 nights

Mon Jun 9th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 54m

Mon Jun 9th 2025 Sun Country Airlines · SY 261 Depart at 3:30pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:09pm in Chicago (ORD)
US$437

5:58pm - 6:09am
Wed Jun 4th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Wed Jun 4th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 3 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$437

5:58pm - 6:09am
Sat Jun 7th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Sat Jun 7th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Sat Jun 7th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 0 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$437

5:58pm - 6:09am
Sat May 31st 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 31st 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Sat May 31st 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 7 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$437

10:00am - 10:59pm
Wed Jun 4th 2025

11h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 25m Arrive at 12:25pm in Seattle (SEA)

Layover in Seattle for 2h 12m

Wed Jun 4th 2025 Alaska Airlines · AS 16 Depart at 2:37pm from Seattle (SEA) Fly for 5h 22m Arrive at 10:59pm in New York (JFK)

Stay in New York for 3 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$437

10:00am - 10:59pm
Tue Jun 3rd 2025

11h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Tue Jun 3rd 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 25m Arrive at 12:25pm in Seattle (SEA)

Layover in Seattle for 2h 12m

Tue Jun 3rd 2025 Alaska Airlines · AS 16 Depart at 2:37pm from Seattle (SEA) Fly for 5h 22m Arrive at 10:59pm in New York (JFK)

Stay in New York for 4 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$437

6:00am - 7:29pm
Sat Jun 7th 2025

12h 29m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Sat Jun 7th 2025 Alaska Airlines · AS 587 Depart at 6:00am from Chicago (ORD) Fly for 4h 27m Arrive at 8:27am in Seattle (SEA)

Layover in Seattle for 2h 28m

Sat Jun 7th 2025 Alaska Airlines · AS 34 Depart at 10:55am from Seattle (SEA) Fly for 5h 34m Arrive at 7:29pm in New York (JFK)

Stay in New York for 0 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$437

6:00am - 7:29pm
Wed Jun 4th 2025

12h 29m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Wed Jun 4th 2025 Alaska Airlines · AS 587 Depart at 6:00am from Chicago (ORD) Fly for 4h 27m Arrive at 8:27am in Seattle (SEA)

Layover in Seattle for 2h 28m

Wed Jun 4th 2025 Alaska Airlines · AS 34 Depart at 10:55am from Seattle (SEA) Fly for 5h 34m Arrive at 7:29pm in New York (JFK)

Stay in New York for 3 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$442

5:58pm - 6:09am
Fri May 30th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Fri May 30th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Fri May 30th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 8 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$442

5:58pm - 6:09am
Sat May 24th 2025

11h 11m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:27pm
Sun Jun 8th 2025

7h 0m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 24th 2025 Alaska Airlines · AS 335 Depart at 5:58pm from Chicago (ORD) Fly for 4h 37m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 1h 5m

Sat May 24th 2025 Alaska Airlines · AS 22 Depart at 9:40pm from Seattle (SEA) Fly for 5h 29m Arrive at 6:09am in New York (JFK)

Stay in New York for 14 nights

Sun Jun 8th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 12m

Sun Jun 8th 2025 Sun Country Airlines · SY 261 Depart at 3:48pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:27pm in Chicago (ORD)
US$548

5:56pm - 6:00am
Wed May 14th 2025

11h 4m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Wed May 14th 2025 Alaska Airlines · AS 337 Depart at 5:56pm from Chicago (ORD) Fly for 4h 36m Arrive at 8:32pm in Seattle (SEA)

Layover in Seattle for 1h 1m

Wed May 14th 2025 Alaska Airlines · AS 22 Depart at 9:33pm from Seattle (SEA) Fly for 5h 27m Arrive at 6:00am in New York (JFK)

Stay in New York for 22 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$549

5:56pm - 6:00am
Tue May 13th 2025

11h 4m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Tue May 13th 2025 Alaska Airlines · AS 337 Depart at 5:56pm from Chicago (ORD) Fly for 4h 36m Arrive at 8:32pm in Seattle (SEA)

Layover in Seattle for 1h 1m

Tue May 13th 2025 Alaska Airlines · AS 22 Depart at 9:33pm from Seattle (SEA) Fly for 5h 27m Arrive at 6:00am in New York (JFK)

Stay in New York for 23 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$678

11:00am - 10:59pm
Mon May 12th 2025

10h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Hawaiian Airlines · HA 6300 Depart at 11:00am from Chicago (ORD) Fly for 4h 32m Arrive at 1:32pm in Seattle (SEA)

Layover in Seattle for 1h 3m

Mon May 12th 2025 Hawaiian Airlines · HA 6743 Depart at 2:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 10:59pm in New York (JFK)

Stay in New York for 24 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$689

11:00am - 10:59pm
Mon May 12th 2025

10h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Alaska Airlines · AS 829 Depart at 11:00am from Chicago (ORD) Fly for 4h 32m Arrive at 1:32pm in Seattle (SEA)

Layover in Seattle for 1h 3m

Mon May 12th 2025 Alaska Airlines · AS 16 Depart at 2:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 10:59pm in New York (JFK)

Stay in New York for 24 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$742

11:00am - 10:59pm
Sun May 11th 2025

10h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:15pm
Fri Jun 6th 2025

6h 48m
New York (JFK) → Chicago (ORD)

1 Stop

Sun May 11th 2025 Alaska Airlines · AS 829 Depart at 11:00am from Chicago (ORD) Fly for 4h 32m Arrive at 1:32pm in Seattle (SEA)

Layover in Seattle for 1h 3m

Sun May 11th 2025 Alaska Airlines · AS 16 Depart at 2:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 10:59pm in New York (JFK)

Stay in New York for 25 nights

Fri Jun 6th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 2h 0m

Fri Jun 6th 2025 Sun Country Airlines · SY 259 Depart at 3:36pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:15pm in Chicago (ORD)
US$798

11:00am - 10:59pm
Mon May 12th 2025

10h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:09pm
Mon Jun 9th 2025

6h 42m
New York (JFK) → Chicago (ORD)

1 Stop

Mon May 12th 2025 Hawaiian Airlines · HA 6300 Depart at 11:00am from Chicago (ORD) Fly for 4h 32m Arrive at 1:32pm in Seattle (SEA)

Layover in Seattle for 1h 3m

Mon May 12th 2025 Hawaiian Airlines · HA 6743 Depart at 2:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 10:59pm in New York (JFK)

Stay in New York for 27 nights

Mon Jun 9th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 54m

Mon Jun 9th 2025 Sun Country Airlines · SY 261 Depart at 3:30pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:09pm in Chicago (ORD)
US$850

11:00am - 10:59pm
Sun May 11th 2025

10h 59m
Chicago (ORD) → New York (JFK)

1 Stop

11:27am - 5:09pm
Mon Jun 9th 2025

6h 42m
New York (JFK) → Chicago (ORD)

1 Stop

Sun May 11th 2025 Hawaiian Airlines · HA 6300 Depart at 11:00am from Chicago (ORD) Fly for 4h 32m Arrive at 1:32pm in Seattle (SEA)

Layover in Seattle for 1h 3m

Sun May 11th 2025 Hawaiian Airlines · HA 6743 Depart at 2:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 10:59pm in New York (JFK)

Stay in New York for 28 nights

Mon Jun 9th 2025 Sun Country Airlines · SY 568 Depart at 11:27am from New York (JFK) Fly for 3h 9m Arrive at 1:36pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 54m

Mon Jun 9th 2025 Sun Country Airlines · SY 261 Depart at 3:30pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 5:09pm in Chicago (ORD)
US$2778

11:25am - 10:55am
Sat May 10th 2025

22h 30m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Tue Jun 10th 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 10th 2025 Turkish Airlines · TK 186 Depart at 11:25am from Chicago (ORD) Fly for 10h 20m Arrive at 5:45am in Istanbul (IST)

Layover in Istanbul for 1h 30m

Sun May 11th 2025 Turkish Airlines · TK 3 Depart at 7:15am from Istanbul (IST) Fly for 10h 40m Arrive at 10:55am in New York (JFK)

Stay in New York for 30 nights

Tue Jun 10th 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Wed Jun 11th 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$2778

11:25am - 10:55am
Sat May 10th 2025

22h 30m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Tue Jun 3rd 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 10th 2025 Turkish Airlines · TK 186 Depart at 11:25am from Chicago (ORD) Fly for 10h 20m Arrive at 5:45am in Istanbul (IST)

Layover in Istanbul for 1h 30m

Sun May 11th 2025 Turkish Airlines · TK 3 Depart at 7:15am from Istanbul (IST) Fly for 10h 40m Arrive at 10:55am in New York (JFK)

Stay in New York for 23 nights

Tue Jun 3rd 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Wed Jun 4th 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$2832

7:50pm - 10:40pm
Sat May 10th 2025

25h 50m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Tue Jun 10th 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 10th 2025 Turkish Airlines · TK 6 Depart at 7:50pm from Chicago (ORD) Fly for 10h 50m Arrive at 2:40pm in Istanbul (IST)

Layover in Istanbul for 4h 5m

Sun May 11th 2025 Turkish Airlines · TK 11 Depart at 6:45pm from Istanbul (IST) Fly for 10h 55m Arrive at 10:40pm in New York (JFK)

Stay in New York for 29 nights

Tue Jun 10th 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Wed Jun 11th 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$2832

7:50pm - 10:40pm
Sat May 10th 2025

25h 50m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Tue Jun 3rd 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 10th 2025 Turkish Airlines · TK 6 Depart at 7:50pm from Chicago (ORD) Fly for 10h 50m Arrive at 2:40pm in Istanbul (IST)

Layover in Istanbul for 4h 5m

Sun May 11th 2025 Turkish Airlines · TK 11 Depart at 6:45pm from Istanbul (IST) Fly for 10h 55m Arrive at 10:40pm in New York (JFK)

Stay in New York for 22 nights

Tue Jun 3rd 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Wed Jun 4th 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$2963

7:50pm - 10:40pm
Thu May 8th 2025

25h 50m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Tue Jun 10th 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 8th 2025 Turkish Airlines · TK 6 Depart at 7:50pm from Chicago (ORD) Fly for 10h 50m Arrive at 2:40pm in Istanbul (IST)

Layover in Istanbul for 4h 5m

Fri May 9th 2025 Turkish Airlines · TK 11 Depart at 6:45pm from Istanbul (IST) Fly for 10h 55m Arrive at 10:40pm in New York (JFK)

Stay in New York for 31 nights

Tue Jun 10th 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Wed Jun 11th 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$2963

7:50pm - 10:40pm
Tue May 6th 2025

25h 50m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Tue Jun 10th 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Tue May 6th 2025 Turkish Airlines · TK 6 Depart at 7:50pm from Chicago (ORD) Fly for 10h 50m Arrive at 2:40pm in Istanbul (IST)

Layover in Istanbul for 4h 5m

Wed May 7th 2025 Turkish Airlines · TK 11 Depart at 6:45pm from Istanbul (IST) Fly for 10h 55m Arrive at 10:40pm in New York (JFK)

Stay in New York for 33 nights

Tue Jun 10th 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Wed Jun 11th 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$3635

7:50pm - 10:40pm
Sat May 10th 2025

25h 50m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Sat Jun 21st 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 10th 2025 Turkish Airlines · TK 6 Depart at 7:50pm from Chicago (ORD) Fly for 10h 50m Arrive at 2:40pm in Istanbul (IST)

Layover in Istanbul for 4h 5m

Sun May 11th 2025 Turkish Airlines · TK 11 Depart at 6:45pm from Istanbul (IST) Fly for 10h 55m Arrive at 10:40pm in New York (JFK)

Stay in New York for 40 nights

Sat Jun 21st 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Sun Jun 22nd 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$3765

7:50pm - 10:40pm
Thu May 8th 2025

25h 50m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Sat Jun 21st 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Thu May 8th 2025 Turkish Airlines · TK 6 Depart at 7:50pm from Chicago (ORD) Fly for 10h 50m Arrive at 2:40pm in Istanbul (IST)

Layover in Istanbul for 4h 5m

Fri May 9th 2025 Turkish Airlines · TK 11 Depart at 6:45pm from Istanbul (IST) Fly for 10h 55m Arrive at 10:40pm in New York (JFK)

Stay in New York for 42 nights

Sat Jun 21st 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Sun Jun 22nd 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$3765

7:50pm - 10:40pm
Tue May 6th 2025

25h 50m
Chicago (ORD) → New York (JFK)

1 Stop

8:40pm - 2:15pm
Sat Jun 21st 2025

18h 35m
New York (JFK) → Chicago (ORD)

1 Stop

Tue May 6th 2025 Turkish Airlines · TK 6 Depart at 7:50pm from Chicago (ORD) Fly for 10h 50m Arrive at 2:40pm in Istanbul (IST)

Layover in Istanbul for 4h 5m

Wed May 7th 2025 Turkish Airlines · TK 11 Depart at 6:45pm from Istanbul (IST) Fly for 10h 55m Arrive at 10:40pm in New York (JFK)

Stay in New York for 44 nights

Sat Jun 21st 2025 Finnair · AY 5656 Depart at 8:40pm from New York (JFK) Fly for 7h 25m Arrive at 10:05am in Madrid (MAD)

Layover in Madrid for 1h 30m

Sun Jun 22nd 2025 Finnair · AY 5659 Depart at 11:35am from Madrid (MAD) Fly for 9h 40m Arrive at 2:15pm in Chicago (ORD)
US$4218

7:50pm - 10:40pm
Sat May 10th 2025

25h 50m
Chicago (ORD) → New York (JFK)

1 Stop

9:30pm - 1:50pm
Sat Jun 21st 2025

17h 20m
New York (JFK) → Chicago (ORD)

1 Stop

Sat May 10th 2025 Turkish Airlines · TK 6 Depart at 7:50pm from Chicago (ORD) Fly for 10h 50m Arrive at 2:40pm in Istanbul (IST)

Layover in Istanbul for 4h 5m

Sun May 11th 2025 Turkish Airlines · TK 11 Depart at 6:45pm from Istanbul (IST) Fly for 10h 55m Arrive at 10:40pm in New York (JFK)

Stay in New York for 40 nights

Sat Jun 21st 2025 Finnair · AY 5514 Depart at 9:30pm from New York (JFK) Fly for 7h 10m Arrive at 9:40am in London (LHR)

Layover in London for 1h 25m

Sun Jun 22nd 2025 Finnair · AY 5535 Depart at 11:05am from London (LHR) Fly for 8h 45m Arrive at 1:50pm in Chicago (ORD)

Sarah Belizaire

@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

John Ford

@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

Roaming Sonaa

@roamingsonaa

For people wanting to maximize their trips, Flightlist is my newest travel hack for uncovering the coolest routes at irresistible prices. No stress, no annoying ads — just seamless flight booking with amazing functionality.

Andy Travels

@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

Travel With Bender

@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Wesley Mergard

@travel.with.wes

One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.

Flights from Chicago to New York (ORD to JFK)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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