Flights from Washington to Chicago (IAD to ORD)

Discover more affordable routes and cheaper dates from Washington to Chicago (IAD to ORD) within a date range.

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US$292

10:19pm - 11:30pm
Mon Jun 30th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

9:31pm - 12:30am
Mon Jul 7th 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 1738 Depart at 10:19pm from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 11:30pm in Chicago (ORD)

Stay in Chicago for 6 nights

Mon Jul 7th 2025 United Airlines · UA 276 Depart at 9:31pm from Chicago (ORD) Fly for 1h 59m Arrive at 12:30am in Washington, D.C. (IAD)
US$292

6:35am - 7:49am
Mon Jun 30th 2025

2h 14m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

9:31pm - 12:30am
Mon Jul 7th 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 708 Depart at 6:35am from Washington, D.C. (IAD) Fly for 2h 14m Arrive at 7:49am in Chicago (ORD)

Stay in Chicago for 7 nights

Mon Jul 7th 2025 United Airlines · UA 276 Depart at 9:31pm from Chicago (ORD) Fly for 1h 59m Arrive at 12:30am in Washington, D.C. (IAD)
US$292

5:18pm - 6:45pm
Mon Jun 30th 2025

2h 27m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

9:31pm - 12:30am
Mon Jul 7th 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 2497 Depart at 5:18pm from Washington, D.C. (IAD) Fly for 2h 27m Arrive at 6:45pm in Chicago (ORD)

Stay in Chicago for 7 nights

Mon Jul 7th 2025 United Airlines · UA 276 Depart at 9:31pm from Chicago (ORD) Fly for 1h 59m Arrive at 12:30am in Washington, D.C. (IAD)
US$328

10:19pm - 11:30pm
Mon Jun 30th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

10:50am - 1:49pm
Mon Jul 7th 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 1738 Depart at 10:19pm from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 11:30pm in Chicago (ORD)

Stay in Chicago for 6 nights

Mon Jul 7th 2025 United Airlines · UA 758 Depart at 10:50am from Chicago (ORD) Fly for 1h 59m Arrive at 1:49pm in Washington, D.C. (IAD)
US$328

6:35am - 7:49am
Mon Jun 30th 2025

2h 14m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

10:50am - 1:49pm
Mon Jul 7th 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 708 Depart at 6:35am from Washington, D.C. (IAD) Fly for 2h 14m Arrive at 7:49am in Chicago (ORD)

Stay in Chicago for 7 nights

Mon Jul 7th 2025 United Airlines · UA 758 Depart at 10:50am from Chicago (ORD) Fly for 1h 59m Arrive at 1:49pm in Washington, D.C. (IAD)
US$328

5:18pm - 6:45pm
Mon Jun 30th 2025

2h 27m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

10:50am - 1:49pm
Mon Jul 7th 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 2497 Depart at 5:18pm from Washington, D.C. (IAD) Fly for 2h 27m Arrive at 6:45pm in Chicago (ORD)

Stay in Chicago for 6 nights

Mon Jul 7th 2025 United Airlines · UA 758 Depart at 10:50am from Chicago (ORD) Fly for 1h 59m Arrive at 1:49pm in Washington, D.C. (IAD)
US$340

10:19pm - 11:30pm
Mon Jun 30th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

8:52am - 11:55am
Mon Jul 7th 2025

2h 3m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 1738 Depart at 10:19pm from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 11:30pm in Chicago (ORD)

Stay in Chicago for 6 nights

Mon Jul 7th 2025 United Airlines · UA 2277 Depart at 8:52am from Chicago (ORD) Fly for 2h 3m Arrive at 11:55am in Washington, D.C. (IAD)
US$340

6:35am - 7:49am
Mon Jun 30th 2025

2h 14m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

8:52am - 11:55am
Mon Jul 7th 2025

2h 3m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 708 Depart at 6:35am from Washington, D.C. (IAD) Fly for 2h 14m Arrive at 7:49am in Chicago (ORD)

Stay in Chicago for 7 nights

Mon Jul 7th 2025 United Airlines · UA 2277 Depart at 8:52am from Chicago (ORD) Fly for 2h 3m Arrive at 11:55am in Washington, D.C. (IAD)
US$340

5:18pm - 6:45pm
Mon Jun 30th 2025

2h 27m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

8:52am - 11:55am
Mon Jul 7th 2025

2h 3m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Mon Jun 30th 2025 United Airlines · UA 2497 Depart at 5:18pm from Washington, D.C. (IAD) Fly for 2h 27m Arrive at 6:45pm in Chicago (ORD)

Stay in Chicago for 6 nights

Mon Jul 7th 2025 United Airlines · UA 2277 Depart at 8:52am from Chicago (ORD) Fly for 2h 3m Arrive at 11:55am in Washington, D.C. (IAD)
US$355

3:39pm - 4:52pm
Thu Jun 26th 2025

2h 13m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

9:31pm - 12:30am
Thu Jul 3rd 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1057 Depart at 3:39pm from Washington, D.C. (IAD) Fly for 2h 13m Arrive at 4:52pm in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 276 Depart at 9:31pm from Chicago (ORD) Fly for 1h 59m Arrive at 12:30am in Washington, D.C. (IAD)
US$355

3:39pm - 4:52pm
Thu Jun 26th 2025

2h 13m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

10:50am - 1:49pm
Thu Jul 3rd 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1057 Depart at 3:39pm from Washington, D.C. (IAD) Fly for 2h 13m Arrive at 4:52pm in Chicago (ORD)

Stay in Chicago for 6 nights

Thu Jul 3rd 2025 United Airlines · UA 758 Depart at 10:50am from Chicago (ORD) Fly for 1h 59m Arrive at 1:49pm in Washington, D.C. (IAD)
US$355

3:39pm - 4:52pm
Thu Jun 26th 2025

2h 13m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

1:05pm - 4:10pm
Thu Jul 3rd 2025

2h 5m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1057 Depart at 3:39pm from Washington, D.C. (IAD) Fly for 2h 13m Arrive at 4:52pm in Chicago (ORD)

Stay in Chicago for 6 nights

Thu Jul 3rd 2025 United Airlines · UA 1140 Depart at 1:05pm from Chicago (ORD) Fly for 2h 5m Arrive at 4:10pm in Washington, D.C. (IAD)
US$419

10:19pm - 11:30pm
Thu Jun 26th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

9:31pm - 12:30am
Thu Jul 3rd 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1738 Depart at 10:19pm from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 11:30pm in Chicago (ORD)

Stay in Chicago for 6 nights

Thu Jul 3rd 2025 United Airlines · UA 276 Depart at 9:31pm from Chicago (ORD) Fly for 1h 59m Arrive at 12:30am in Washington, D.C. (IAD)
US$419

10:19pm - 11:30pm
Thu Jun 26th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

10:50am - 1:49pm
Thu Jul 3rd 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1738 Depart at 10:19pm from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 11:30pm in Chicago (ORD)

Stay in Chicago for 6 nights

Thu Jul 3rd 2025 United Airlines · UA 758 Depart at 10:50am from Chicago (ORD) Fly for 1h 59m Arrive at 1:49pm in Washington, D.C. (IAD)
US$419

8:30am - 9:41am
Thu Jun 26th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

10:50am - 1:49pm
Thu Jul 3rd 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1909 Depart at 8:30am from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 9:41am in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 758 Depart at 10:50am from Chicago (ORD) Fly for 1h 59m Arrive at 1:49pm in Washington, D.C. (IAD)
US$419

8:30am - 9:41am
Thu Jun 26th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

9:31pm - 12:30am
Thu Jul 3rd 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1909 Depart at 8:30am from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 9:41am in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 276 Depart at 9:31pm from Chicago (ORD) Fly for 1h 59m Arrive at 12:30am in Washington, D.C. (IAD)
US$419

6:35am - 7:49am
Thu Jun 26th 2025

2h 14m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

9:31pm - 12:30am
Thu Jul 3rd 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 708 Depart at 6:35am from Washington, D.C. (IAD) Fly for 2h 14m Arrive at 7:49am in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 276 Depart at 9:31pm from Chicago (ORD) Fly for 1h 59m Arrive at 12:30am in Washington, D.C. (IAD)
US$419

6:35am - 7:49am
Thu Jun 26th 2025

2h 14m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

10:50am - 1:49pm
Thu Jul 3rd 2025

1h 59m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 708 Depart at 6:35am from Washington, D.C. (IAD) Fly for 2h 14m Arrive at 7:49am in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 758 Depart at 10:50am from Chicago (ORD) Fly for 1h 59m Arrive at 1:49pm in Washington, D.C. (IAD)
US$419

10:19pm - 11:30pm
Thu Jun 26th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

1:05pm - 4:10pm
Thu Jul 3rd 2025

2h 5m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1738 Depart at 10:19pm from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 11:30pm in Chicago (ORD)

Stay in Chicago for 6 nights

Thu Jul 3rd 2025 United Airlines · UA 1140 Depart at 1:05pm from Chicago (ORD) Fly for 2h 5m Arrive at 4:10pm in Washington, D.C. (IAD)
US$419

8:30am - 9:41am
Thu Jun 26th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

1:05pm - 4:10pm
Thu Jul 3rd 2025

2h 5m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1909 Depart at 8:30am from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 9:41am in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 1140 Depart at 1:05pm from Chicago (ORD) Fly for 2h 5m Arrive at 4:10pm in Washington, D.C. (IAD)
US$419

8:30am - 9:41am
Thu Jun 26th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

2:24pm - 5:30pm
Thu Jul 3rd 2025

2h 6m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1909 Depart at 8:30am from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 9:41am in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 1634 Depart at 2:24pm from Chicago (ORD) Fly for 2h 6m Arrive at 5:30pm in Washington, D.C. (IAD)
US$419

10:19pm - 11:30pm
Thu Jun 26th 2025

2h 11m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

2:24pm - 5:30pm
Thu Jul 3rd 2025

2h 6m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 1738 Depart at 10:19pm from Washington, D.C. (IAD) Fly for 2h 11m Arrive at 11:30pm in Chicago (ORD)

Stay in Chicago for 6 nights

Thu Jul 3rd 2025 United Airlines · UA 1634 Depart at 2:24pm from Chicago (ORD) Fly for 2h 6m Arrive at 5:30pm in Washington, D.C. (IAD)
US$419

6:35am - 7:49am
Thu Jun 26th 2025

2h 14m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

1:05pm - 4:10pm
Thu Jul 3rd 2025

2h 5m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 708 Depart at 6:35am from Washington, D.C. (IAD) Fly for 2h 14m Arrive at 7:49am in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 1140 Depart at 1:05pm from Chicago (ORD) Fly for 2h 5m Arrive at 4:10pm in Washington, D.C. (IAD)
US$419

6:35am - 7:49am
Thu Jun 26th 2025

2h 14m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

2:24pm - 5:30pm
Thu Jul 3rd 2025

2h 6m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 708 Depart at 6:35am from Washington, D.C. (IAD) Fly for 2h 14m Arrive at 7:49am in Chicago (ORD)

Stay in Chicago for 7 nights

Thu Jul 3rd 2025 United Airlines · UA 1634 Depart at 2:24pm from Chicago (ORD) Fly for 2h 6m Arrive at 5:30pm in Washington, D.C. (IAD)
US$440

1:20pm - 2:33pm
Thu Jun 26th 2025

2h 13m
Washington, D.C. (IAD) → Chicago (ORD)

Direct

1:05pm - 4:10pm
Thu Jul 3rd 2025

2h 5m
Chicago (ORD) → Washington, D.C. (IAD)

Direct

Thu Jun 26th 2025 United Airlines · UA 2331 Depart at 1:20pm from Washington, D.C. (IAD) Fly for 2h 13m Arrive at 2:33pm in Chicago (ORD)

Stay in Chicago for 6 nights

Thu Jul 3rd 2025 United Airlines · UA 1140 Depart at 1:05pm from Chicago (ORD) Fly for 2h 5m Arrive at 4:10pm in Washington, D.C. (IAD)
US$663

12:40pm - 5:27pm
Sun Jun 8th 2025

5h 47m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

7:00am - 11:59pm
Wed Jul 9th 2025

15h 59m
Chicago (ORD) → Washington, D.C. (IAD)

2 Stops

Sun Jun 8th 2025 Sun Country Airlines · SY 224 Depart at 12:40pm from Washington, D.C. (IAD) Fly for 2h 38m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 30m

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)

Stay in Chicago for 30 nights

Wed Jul 9th 2025 Alaska Airlines · AS 413 Depart at 7:00am from Chicago (ORD) Fly for 4h 25m Arrive at 9:25am in Portland (PDX)

Layover in Portland for 4h 0m

Wed Jul 9th 2025 Alaska Airlines · AS 1016 Depart at 1:25pm from Portland (PDX) Fly for 1h 0m Arrive at 2:25pm in Seattle (SEA)

Layover in Seattle for 1h 34m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$680

12:40pm - 5:27pm
Sun Jun 8th 2025

5h 47m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 10th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 8th 2025 Sun Country Airlines · SY 224 Depart at 12:40pm from Washington, D.C. (IAD) Fly for 2h 38m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 30m

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)

Stay in Chicago for 32 nights

Thu Jul 10th 2025 Hawaiian Airlines · HA 6296 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 10th 2025 Hawaiian Airlines · HA 6718 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$690

12:40pm - 5:27pm
Sun Jun 8th 2025

5h 47m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 10th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 8th 2025 Sun Country Airlines · SY 224 Depart at 12:40pm from Washington, D.C. (IAD) Fly for 2h 38m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 30m

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)

Stay in Chicago for 32 nights

Thu Jul 10th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 10th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$690

12:40pm - 5:27pm
Sun Jun 8th 2025

5h 47m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 8th 2025 Sun Country Airlines · SY 224 Depart at 12:40pm from Washington, D.C. (IAD) Fly for 2h 38m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 30m

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)

Stay in Chicago for 31 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$690

12:40pm - 5:27pm
Sun Jun 8th 2025

5h 47m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 8th 2025 Sun Country Airlines · SY 224 Depart at 12:40pm from Washington, D.C. (IAD) Fly for 2h 38m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 30m

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)

Stay in Chicago for 30 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$696

12:40pm - 5:27pm
Sun Jun 8th 2025

5h 47m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

8:00am - 11:59pm
Wed Jul 2nd 2025

14h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 8th 2025 Sun Country Airlines · SY 224 Depart at 12:40pm from Washington, D.C. (IAD) Fly for 2h 38m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 30m

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)

Stay in Chicago for 23 nights

Wed Jul 2nd 2025 Alaska Airlines · AS 683 Depart at 8:00am from Chicago (ORD) Fly for 4h 39m Arrive at 10:39am in Seattle (SEA)

Layover in Seattle for 5h 20m

Wed Jul 2nd 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$696

12:40pm - 5:27pm
Sun Jun 8th 2025

5h 47m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

3:09pm - 6:50am
Wed Jul 9th 2025

14h 41m
Chicago (ORD) → Washington, D.C. (IAD)

2 Stops

Sun Jun 8th 2025 Sun Country Airlines · SY 224 Depart at 12:40pm from Washington, D.C. (IAD) Fly for 2h 38m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 30m

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)

Stay in Chicago for 30 nights

Wed Jul 9th 2025 Alaska Airlines · AS 407 Depart at 3:09pm from Chicago (ORD) Fly for 4h 40m Arrive at 5:49pm in Seattle (SEA)

Layover in Seattle for 1h 10m

Wed Jul 9th 2025 Alaska Airlines · AS 1318 Depart at 6:59pm from Seattle (SEA) Fly for 2h 13m Arrive at 9:12pm in San Francisco (SFO)

Layover in San Francisco for 1h 31m

Wed Jul 9th 2025 Alaska Airlines · AS 455 Depart at 10:43pm from San Francisco (SFO) Fly for 5h 7m Arrive at 6:50am in Washington, D.C. (IAD)
US$702

8:10am - 6:18pm
Thu Jun 26th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Thu Jun 26th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Thu Jun 26th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 12 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$702

8:10am - 6:18pm
Thu Jun 26th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Thu Jun 26th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Thu Jun 26th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 12 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$733

12:40pm - 5:27pm
Sun Jun 8th 2025

5h 47m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Tue Jul 8th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 8th 2025 Sun Country Airlines · SY 224 Depart at 12:40pm from Washington, D.C. (IAD) Fly for 2h 38m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 30m

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)

Stay in Chicago for 30 nights

Tue Jul 8th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Tue Jul 8th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$739

7:25pm - 5:02pm
Tue Jun 10th 2025

22h 37m
Washington, D.C. (IAD) → Chicago (ORD)

2 Stops

7:00am - 11:59pm
Wed Jul 9th 2025

15h 59m
Chicago (ORD) → Washington, D.C. (IAD)

2 Stops

Tue Jun 10th 2025 Hawaiian Airlines · HA 4954 Depart at 7:25pm from Washington, D.C. (IAD) Fly for 5h 38m Arrive at 10:03pm in Los Angeles (LAX)

Layover in Los Angeles for 8h 57m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6194 Depart at 7:00am from Los Angeles (LAX) Fly for 2h 55m Arrive at 9:55am in Seattle (SEA)

Layover in Seattle for 0h 55m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 27 nights

Wed Jul 9th 2025 Alaska Airlines · AS 413 Depart at 7:00am from Chicago (ORD) Fly for 4h 25m Arrive at 9:25am in Portland (PDX)

Layover in Portland for 4h 0m

Wed Jul 9th 2025 Alaska Airlines · AS 1016 Depart at 1:25pm from Portland (PDX) Fly for 1h 0m Arrive at 2:25pm in Seattle (SEA)

Layover in Seattle for 1h 34m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$745

8:10am - 6:18pm
Thu Jun 26th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Tue Jul 8th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Thu Jun 26th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Thu Jun 26th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 11 nights

Tue Jul 8th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Tue Jul 8th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$745

8:10am - 6:18pm
Thu Jun 26th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 17th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Thu Jun 26th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Thu Jun 26th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 20 nights

Thu Jul 17th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 17th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$748

8:10am - 6:18pm
Sun Jun 29th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 29th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sun Jun 29th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 9 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$748

8:10am - 6:18pm
Sun Jun 29th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 29th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sun Jun 29th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 9 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$751

8:10am - 6:18pm
Thu Jun 26th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

6:00am - 11:59pm
Thu Jul 17th 2025

16h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Thu Jun 26th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Thu Jun 26th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 20 nights

Thu Jul 17th 2025 Alaska Airlines · AS 942 Depart at 6:00am from Chicago (ORD) Fly for 4h 37m Arrive at 8:37am in Seattle (SEA)

Layover in Seattle for 7h 22m

Thu Jul 17th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$756

7:25pm - 5:02pm
Tue Jun 10th 2025

22h 37m
Washington, D.C. (IAD) → Chicago (ORD)

2 Stops

5:55pm - 7:27am
Thu Jul 10th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 4954 Depart at 7:25pm from Washington, D.C. (IAD) Fly for 5h 38m Arrive at 10:03pm in Los Angeles (LAX)

Layover in Los Angeles for 7h 57m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6202 Depart at 6:00am from Los Angeles (LAX) Fly for 2h 56m Arrive at 8:56am in Seattle (SEA)

Layover in Seattle for 1h 54m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 29 nights

Thu Jul 10th 2025 Hawaiian Airlines · HA 6296 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 10th 2025 Hawaiian Airlines · HA 6718 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$762

6:13pm - 5:40am
Fri Jun 20th 2025

12h 27m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 406 Depart at 6:13pm from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 40m

Fri Jun 20th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)

Stay in Chicago for 18 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$762

6:13pm - 5:40am
Fri Jun 20th 2025

12h 27m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 406 Depart at 6:13pm from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 40m

Fri Jun 20th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)

Stay in Chicago for 18 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$765

7:25pm - 5:02pm
Tue Jun 10th 2025

22h 37m
Washington, D.C. (IAD) → Chicago (ORD)

2 Stops

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 4954 Depart at 7:25pm from Washington, D.C. (IAD) Fly for 5h 38m Arrive at 10:03pm in Los Angeles (LAX)

Layover in Los Angeles for 7h 57m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6202 Depart at 6:00am from Los Angeles (LAX) Fly for 2h 56m Arrive at 8:56am in Seattle (SEA)

Layover in Seattle for 1h 54m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$765

7:25pm - 5:02pm
Tue Jun 10th 2025

22h 37m
Washington, D.C. (IAD) → Chicago (ORD)

2 Stops

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 4954 Depart at 7:25pm from Washington, D.C. (IAD) Fly for 5h 38m Arrive at 10:03pm in Los Angeles (LAX)

Layover in Los Angeles for 7h 57m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6202 Depart at 6:00am from Los Angeles (LAX) Fly for 2h 56m Arrive at 8:56am in Seattle (SEA)

Layover in Seattle for 1h 54m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 27 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$788

8:10am - 6:18pm
Thu Jun 26th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Thu Jul 17th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Thu Jun 26th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Thu Jun 26th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 20 nights

Thu Jul 17th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Thu Jul 17th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$791

8:10am - 6:18pm
Sun Jun 29th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 17th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 29th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sun Jun 29th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 17 nights

Thu Jul 17th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 17th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$791

8:10am - 6:18pm
Sun Jun 29th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Tue Jul 8th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 29th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sun Jun 29th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 8 nights

Tue Jul 8th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Tue Jul 8th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$797

8:10am - 6:18pm
Sun Jun 29th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

6:00am - 11:59pm
Thu Jul 17th 2025

16h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 29th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sun Jun 29th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 17 nights

Thu Jul 17th 2025 Alaska Airlines · AS 942 Depart at 6:00am from Chicago (ORD) Fly for 4h 37m Arrive at 8:37am in Seattle (SEA)

Layover in Seattle for 7h 22m

Thu Jul 17th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$805

6:13pm - 5:40am
Fri Jun 20th 2025

12h 27m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 17th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 406 Depart at 6:13pm from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 40m

Fri Jun 20th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)

Stay in Chicago for 26 nights

Thu Jul 17th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 17th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$805

6:13pm - 5:40am
Fri Jun 20th 2025

12h 27m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Tue Jul 8th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 406 Depart at 6:13pm from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 40m

Fri Jun 20th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)

Stay in Chicago for 17 nights

Tue Jul 8th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Tue Jul 8th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$811

6:13pm - 5:40am
Fri Jun 20th 2025

12h 27m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

6:00am - 11:59pm
Thu Jul 17th 2025

16h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 406 Depart at 6:13pm from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 40m

Fri Jun 20th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)

Stay in Chicago for 26 nights

Thu Jul 17th 2025 Alaska Airlines · AS 942 Depart at 6:00am from Chicago (ORD) Fly for 4h 37m Arrive at 8:37am in Seattle (SEA)

Layover in Seattle for 7h 22m

Thu Jul 17th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$831

6:30am - 11:59pm
Fri Jun 27th 2025

18h 29m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 27th 2025 Alaska Airlines · AS 351 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:17am in Seattle (SEA)

Layover in Seattle for 8h 37m

Fri Jun 27th 2025 Alaska Airlines · AS 538 Depart at 5:54pm from Seattle (SEA) Fly for 4h 5m Arrive at 11:59pm in Chicago (ORD)

Stay in Chicago for 11 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$831

6:30am - 11:59pm
Fri Jun 27th 2025

18h 29m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 27th 2025 Alaska Airlines · AS 351 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:17am in Seattle (SEA)

Layover in Seattle for 8h 37m

Fri Jun 27th 2025 Alaska Airlines · AS 538 Depart at 5:54pm from Seattle (SEA) Fly for 4h 5m Arrive at 11:59pm in Chicago (ORD)

Stay in Chicago for 11 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$833

8:10am - 6:18pm
Sun Jun 29th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Thu Jul 17th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 29th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sun Jun 29th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 17 nights

Thu Jul 17th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Thu Jul 17th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$847

6:13pm - 5:40am
Fri Jun 20th 2025

12h 27m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Thu Jul 17th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 406 Depart at 6:13pm from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 40m

Fri Jun 20th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)

Stay in Chicago for 26 nights

Thu Jul 17th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Thu Jul 17th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$862

9:00am - 6:55pm
Wed Jun 11th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

7:00am - 11:59pm
Wed Jul 9th 2025

15h 59m
Chicago (ORD) → Washington, D.C. (IAD)

2 Stops

Wed Jun 11th 2025 Alaska Airlines · AS 396 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

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)

Stay in Chicago for 27 nights

Wed Jul 9th 2025 Alaska Airlines · AS 413 Depart at 7:00am from Chicago (ORD) Fly for 4h 25m Arrive at 9:25am in Portland (PDX)

Layover in Portland for 4h 0m

Wed Jul 9th 2025 Alaska Airlines · AS 1016 Depart at 1:25pm from Portland (PDX) Fly for 1h 0m Arrive at 2:25pm in Seattle (SEA)

Layover in Seattle for 1h 34m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$869

9:00am - 6:55pm
Tue Jun 10th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

7:00am - 11:59pm
Wed Jul 9th 2025

15h 59m
Chicago (ORD) → Washington, D.C. (IAD)

2 Stops

Tue Jun 10th 2025 Hawaiian Airlines · HA 4968 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

Tue Jun 10th 2025 Hawaiian Airlines · HA 6817 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 413 Depart at 7:00am from Chicago (ORD) Fly for 4h 25m Arrive at 9:25am in Portland (PDX)

Layover in Portland for 4h 0m

Wed Jul 9th 2025 Alaska Airlines · AS 1016 Depart at 1:25pm from Portland (PDX) Fly for 1h 0m Arrive at 2:25pm in Seattle (SEA)

Layover in Seattle for 1h 34m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$869

6:30am - 5:02pm
Tue Jun 10th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

7:00am - 11:59pm
Wed Jul 9th 2025

15h 59m
Chicago (ORD) → Washington, D.C. (IAD)

2 Stops

Tue Jun 10th 2025 Hawaiian Airlines · HA 4967 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 10th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 413 Depart at 7:00am from Chicago (ORD) Fly for 4h 25m Arrive at 9:25am in Portland (PDX)

Layover in Portland for 4h 0m

Wed Jul 9th 2025 Alaska Airlines · AS 1016 Depart at 1:25pm from Portland (PDX) Fly for 1h 0m Arrive at 2:25pm in Seattle (SEA)

Layover in Seattle for 1h 34m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$873

8:10am - 6:18pm
Sat Jun 21st 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sat Jun 21st 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sat Jun 21st 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 17 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$873

8:10am - 6:18pm
Sat Jun 21st 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sat Jun 21st 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sat Jun 21st 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 17 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$878

8:10am - 6:18pm
Fri Jun 20th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Fri Jun 20th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 18 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$878

8:10am - 6:18pm
Fri Jun 20th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Fri Jun 20th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 18 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$879

9:00am - 6:55pm
Wed Jun 11th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Hawaiian Airlines · HA 4968 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6817 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)

Stay in Chicago for 27 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$879

6:30am - 5:02pm
Wed Jun 11th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 10th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Hawaiian Airlines · HA 4967 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 29 nights

Thu Jul 10th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 10th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$879

6:30am - 5:02pm
Wed Jun 11th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Hawaiian Airlines · HA 4967 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 11th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 27 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$886

6:30am - 5:02pm
Tue Jun 10th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 10th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 4967 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 10th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 30 nights

Thu Jul 10th 2025 Hawaiian Airlines · HA 6296 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 10th 2025 Hawaiian Airlines · HA 6718 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$889

9:00am - 6:55pm
Wed Jun 11th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Alaska Airlines · AS 396 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

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)

Stay in Chicago for 27 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$889

9:00am - 6:55pm
Wed Jun 11th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 10th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Alaska Airlines · AS 396 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

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)

Stay in Chicago for 28 nights

Thu Jul 10th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 10th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$889

9:00am - 6:55pm
Wed Jun 11th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Alaska Airlines · AS 396 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

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)

Stay in Chicago for 27 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$889

6:30am - 5:02pm
Wed Jun 11th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Alaska Airlines · AS 308 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 11th 2025 Alaska Airlines · AS 429 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$889

6:30am - 5:02pm
Wed Jun 11th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Alaska Airlines · AS 308 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Wed Jun 11th 2025 Alaska Airlines · AS 429 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 27 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$895

8:10am - 6:18pm
Thu Jun 26th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Sat Jul 19th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Thu Jun 26th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Thu Jun 26th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 22 nights

Sat Jul 19th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Sat Jul 19th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$895

9:00am - 6:55pm
Tue Jun 10th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 10th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Alaska Airlines · AS 396 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

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)

Stay in Chicago for 29 nights

Thu Jul 10th 2025 Hawaiian Airlines · HA 6296 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 10th 2025 Hawaiian Airlines · HA 6718 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$895

9:00am - 6:55pm
Tue Jun 10th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 4968 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

Tue Jun 10th 2025 Hawaiian Airlines · HA 6817 Depart at 12:40pm from Seattle (SEA) Fly for 4h 15m Arrive at 6:55pm in Chicago (ORD)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$895

6:30am - 5:02pm
Tue Jun 10th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 4967 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 10th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 29 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$895

6:30am - 5:02pm
Mon Jun 9th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 10th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Mon Jun 9th 2025 Alaska Airlines · AS 308 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Mon Jun 9th 2025 Alaska Airlines · AS 429 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 31 nights

Thu Jul 10th 2025 Hawaiian Airlines · HA 6296 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 10th 2025 Hawaiian Airlines · HA 6718 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$895

6:30am - 5:02pm
Tue Jun 10th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Hawaiian Airlines · HA 4967 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Tue Jun 10th 2025 Hawaiian Airlines · HA 6818 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$905

9:00am - 6:55pm
Tue Jun 10th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Alaska Airlines · AS 396 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

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)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$905

8:10am - 6:18pm
Fri Jun 27th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 27th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Fri Jun 27th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 11 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$905

6:30am - 5:02pm
Mon Jun 9th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Mon Jun 9th 2025 Alaska Airlines · AS 308 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Mon Jun 9th 2025 Alaska Airlines · AS 429 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 30 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$905

8:10am - 6:18pm
Fri Jun 27th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 27th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Fri Jun 27th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 11 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$905

6:30am - 5:02pm
Mon Jun 9th 2025

11h 32m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Mon Jun 9th 2025 Alaska Airlines · AS 308 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 40m Arrive at 9:10am in Seattle (SEA)

Layover in Seattle for 1h 40m

Mon Jun 9th 2025 Alaska Airlines · AS 429 Depart at 10:50am from Seattle (SEA) Fly for 4h 12m Arrive at 5:02pm in Chicago (ORD)

Stay in Chicago for 29 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$905

6:15pm - 5:40am
Tue Jun 10th 2025

12h 25m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Alaska Airlines · AS 351 Depart at 6:15pm from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 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)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$905

6:15pm - 5:40am
Tue Jun 10th 2025

12h 25m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Tue Jun 10th 2025 Alaska Airlines · AS 351 Depart at 6:15pm from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 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)

Stay in Chicago for 28 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$915

8:10am - 6:18pm
Sat Jun 21st 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 17th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sat Jun 21st 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sat Jun 21st 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 25 nights

Thu Jul 17th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 17th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$915

8:10am - 6:18pm
Sat Jun 21st 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Tue Jul 8th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sat Jun 21st 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Sat Jun 21st 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 16 nights

Tue Jul 8th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Tue Jul 8th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$921

8:10am - 6:18pm
Fri Jun 20th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 17th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Fri Jun 20th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 26 nights

Thu Jul 17th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 17th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$921

8:10am - 6:18pm
Fri Jun 20th 2025

11h 8m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Tue Jul 8th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 458 Depart at 8:10am from Washington, D.C. (IAD) Fly for 5h 45m Arrive at 10:55am in San Francisco (SFO)

Layover in San Francisco for 1h 0m

Fri Jun 20th 2025 Alaska Airlines · AS 598 Depart at 11:55am from San Francisco (SFO) Fly for 4h 23m Arrive at 6:18pm in Chicago (ORD)

Stay in Chicago for 17 nights

Tue Jul 8th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Tue Jul 8th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$921

6:30am - 4:59pm
Sat Jun 14th 2025

11h 29m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sat Jun 14th 2025 Alaska Airlines · AS 351 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:17am in Seattle (SEA)

Layover in Seattle for 1h 35m

Sat Jun 14th 2025 Alaska Airlines · AS 429 Depart at 10:52am from Seattle (SEA) Fly for 4h 7m Arrive at 4:59pm in Chicago (ORD)

Stay in Chicago for 25 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$921

9:00am - 7:42pm
Sat Jun 14th 2025

11h 42m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sat Jun 14th 2025 Alaska Airlines · AS 375 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 43m Arrive at 11:43am in Seattle (SEA)

Layover in Seattle for 2h 2m

Sat Jun 14th 2025 Alaska Airlines · AS 410 Depart at 1:45pm from Seattle (SEA) Fly for 3h 57m Arrive at 7:42pm in Chicago (ORD)

Stay in Chicago for 24 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$921

9:00am - 7:42pm
Fri Jun 20th 2025

11h 42m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 375 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 11:47am in Seattle (SEA)

Layover in Seattle for 1h 58m

Fri Jun 20th 2025 Alaska Airlines · AS 410 Depart at 1:45pm from Seattle (SEA) Fly for 3h 57m Arrive at 7:42pm in Chicago (ORD)

Stay in Chicago for 18 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$921

6:30am - 4:59pm
Sat Jun 14th 2025

11h 29m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sat Jun 14th 2025 Alaska Airlines · AS 351 Depart at 6:30am from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:17am in Seattle (SEA)

Layover in Seattle for 1h 35m

Sat Jun 14th 2025 Alaska Airlines · AS 429 Depart at 10:52am from Seattle (SEA) Fly for 4h 7m Arrive at 4:59pm in Chicago (ORD)

Stay in Chicago for 24 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$921

9:00am - 7:42pm
Sat Jun 14th 2025

11h 42m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sat Jun 14th 2025 Alaska Airlines · AS 375 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 43m Arrive at 11:43am in Seattle (SEA)

Layover in Seattle for 2h 2m

Sat Jun 14th 2025 Alaska Airlines · AS 410 Depart at 1:45pm from Seattle (SEA) Fly for 3h 57m Arrive at 7:42pm in Chicago (ORD)

Stay in Chicago for 24 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$921

9:00am - 7:42pm
Fri Jun 20th 2025

11h 42m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

10:00am - 11:59pm
Wed Jul 9th 2025

12h 59m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Fri Jun 20th 2025 Alaska Airlines · AS 375 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 11:47am in Seattle (SEA)

Layover in Seattle for 1h 58m

Fri Jun 20th 2025 Alaska Airlines · AS 410 Depart at 1:45pm from Seattle (SEA) Fly for 3h 57m Arrive at 7:42pm in Chicago (ORD)

Stay in Chicago for 18 nights

Wed Jul 9th 2025 Alaska Airlines · AS 329 Depart at 10:00am from Chicago (ORD) Fly for 4h 34m Arrive at 12:34pm in Seattle (SEA)

Layover in Seattle for 3h 25m

Wed Jul 9th 2025 Alaska Airlines · AS 348 Depart at 3:59pm from Seattle (SEA) Fly for 5h 0m Arrive at 11:59pm in Washington, D.C. (IAD)
US$921

6:13pm - 5:40am
Sun Jun 15th 2025

12h 27m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Wed Jul 9th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Sun Jun 15th 2025 Alaska Airlines · AS 406 Depart at 6:13pm from Washington, D.C. (IAD) Fly for 5h 47m Arrive at 9:00pm in Seattle (SEA)

Layover in Seattle for 2h 40m

Sun Jun 15th 2025 Alaska Airlines · AS 328 Depart at 11:40pm from Seattle (SEA) Fly for 4h 0m Arrive at 5:40am in Chicago (ORD)

Stay in Chicago for 23 nights

Wed Jul 9th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Wed Jul 9th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$931

9:00am - 6:55pm
Wed Jun 11th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Thu Jul 17th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Alaska Airlines · AS 396 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

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)

Stay in Chicago for 35 nights

Thu Jul 17th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Thu Jul 17th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$931

9:00am - 6:55pm
Wed Jun 11th 2025

10h 55m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

5:55pm - 7:27am
Tue Jul 8th 2025

12h 32m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Wed Jun 11th 2025 Alaska Airlines · AS 396 Depart at 9:00am from Washington, D.C. (IAD) Fly for 5h 39m Arrive at 11:39am in Seattle (SEA)

Layover in Seattle for 1h 1m

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)

Stay in Chicago for 26 nights

Tue Jul 8th 2025 Alaska Airlines · AS 337 Depart at 5:55pm from Chicago (ORD) Fly for 4h 40m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Tue Jul 8th 2025 Alaska Airlines · AS 367 Depart at 11:30pm from Seattle (SEA) Fly for 4h 57m Arrive at 7:27am in Washington, D.C. (IAD)
US$9370

5:40pm - 1:50pm
Thu Jun 5th 2025

21h 10m
Washington, D.C. (IAD) → Chicago (ORD)

1 Stop

7:05pm - 4:15pm
Wed Jul 9th 2025

20h 10m
Chicago (ORD) → Washington, D.C. (IAD)

1 Stop

Thu Jun 5th 2025 Finnair · AY 5416 Depart at 5:40pm from Washington, D.C. (IAD) Fly for 7h 35m Arrive at 6:15am in London (LHR)

Layover in London for 4h 50m

Fri Jun 6th 2025 Finnair · AY 5535 Depart at 11:05am from London (LHR) Fly for 8h 45m Arrive at 1:50pm in Chicago (ORD)

Stay in Chicago for 33 nights

Wed Jul 9th 2025 Swiss International Air Lines · LX 9 Depart at 7:05pm from Chicago (ORD) Fly for 8h 45m Arrive at 10:50am in Zürich (ZRH)

Layover in Zürich for 2h 0m

Thu Jul 10th 2025 Swiss International Air Lines · LX 72 Depart at 12:50pm from Zürich (ZRH) Fly for 9h 25m Arrive at 4:15pm in Washington, D.C. (IAD)

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 Washington to Chicago (IAD to ORD)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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