Flights from Chicago to Fort Myers (ORD to RSW)

Discover more affordable routes and cheaper dates from Chicago to Fort Myers (ORD to RSW) within a date range.

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US$1348

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1348

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1454

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1487

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1507

2:45pm - 6:47pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1523

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$1523

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$1523

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$1523

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$1523

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$1523

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$1614

9:39am - 1:45pm
Wed Mar 26th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1497 Depart at 9:39am from Chicago (ORD) Fly for 3h 6m Arrive at 1:45pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1614

9:39am - 1:45pm
Tue Mar 25th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1497 Depart at 9:39am from Chicago (ORD) Fly for 3h 6m Arrive at 1:45pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1630

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$1630

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$1630

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$1663

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$1663

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$1663

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$1683

2:45pm - 6:47pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$1683

2:45pm - 6:47pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$1683

2:45pm - 6:47pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$1790

9:39am - 1:45pm
Tue Mar 25th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1497 Depart at 9:39am from Chicago (ORD) Fly for 3h 6m Arrive at 1:45pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$1790

9:39am - 1:45pm
Wed Mar 26th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1497 Depart at 9:39am from Chicago (ORD) Fly for 3h 6m Arrive at 1:45pm in Fort Myers (RSW)

Stay in Fort Myers for 0 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$1790

9:39am - 1:45pm
Wed Mar 26th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1497 Depart at 9:39am from Chicago (ORD) Fly for 3h 6m Arrive at 1:45pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$1790

9:39am - 1:45pm
Tue Mar 25th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1497 Depart at 9:39am from Chicago (ORD) Fly for 3h 6m Arrive at 1:45pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$1790

9:39am - 1:45pm
Wed Mar 26th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1497 Depart at 9:39am from Chicago (ORD) Fly for 3h 6m Arrive at 1:45pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$1790

9:39am - 1:45pm
Tue Mar 25th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1497 Depart at 9:39am from Chicago (ORD) Fly for 3h 6m Arrive at 1:45pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$1805

8:19pm - 12:20am
Sun Mar 23rd 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Frontier Airlines · F9 3800 Depart at 8:19pm from Chicago (ORD) Fly for 3h 1m Arrive at 12:20am in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1827

4:40pm - 8:41pm
Mon Mar 24th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$1981

8:19pm - 12:20am
Sun Mar 23rd 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Frontier Airlines · F9 3800 Depart at 8:19pm from Chicago (ORD) Fly for 3h 1m Arrive at 12:20am in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$1981

8:19pm - 12:20am
Sun Mar 23rd 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Frontier Airlines · F9 3800 Depart at 8:19pm from Chicago (ORD) Fly for 3h 1m Arrive at 12:20am in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$1981

8:19pm - 12:20am
Sun Mar 23rd 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Frontier Airlines · F9 3800 Depart at 8:19pm from Chicago (ORD) Fly for 3h 1m Arrive at 12:20am in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$2003

4:40pm - 8:41pm
Mon Mar 24th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2003

4:40pm - 8:41pm
Mon Mar 24th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$2003

4:40pm - 8:41pm
Mon Mar 24th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$2008

5:53pm - 9:55pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$2040

2:45pm - 6:47pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:00am - 8:20am
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Frontier Airlines · F9 3799 Depart at 6:00am from Fort Myers (RSW) Fly for 3h 20m Arrive at 8:20am in Chicago (ORD)
US$2109

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Fri Mar 28th 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2109

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Fri Mar 28th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Fri Mar 28th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2109

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Fri Mar 28th 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2109

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Fri Mar 28th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Fri Mar 28th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2109

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Mon Mar 31st 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 4 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$2109

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Mon Mar 31st 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 4 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$2216

2:45pm - 6:47pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Thu Mar 27th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2216

2:45pm - 6:47pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Thu Mar 27th 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$2216

2:45pm - 6:47pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:46pm - 7:05pm
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 Spirit Airlines · NK 266 Depart at 4:46pm from Fort Myers (RSW) Fly for 3h 19m Arrive at 7:05pm in Chicago (ORD)
US$2216

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Fri Mar 28th 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Fri Mar 28th 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2216

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Fri Mar 28th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2216

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Mon Mar 31st 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$2247

5:53pm - 9:55pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$2248

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Mon Mar 31st 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2248

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Mon Mar 31st 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2248

4:40pm - 8:41pm
Wed Mar 26th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Mon Mar 31st 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 4 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2248

2:45pm - 6:47pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Mon Mar 31st 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 4 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2249

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Fri Mar 28th 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2249

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Fri Mar 28th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2249

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Mon Mar 31st 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$2269

2:45pm - 6:47pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Fri Mar 28th 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Fri Mar 28th 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2269

2:45pm - 6:47pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Fri Mar 28th 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2269

2:45pm - 6:47pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:42pm - 5:00pm
Mon Mar 31st 2025

3h 18m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 1453 Depart at 2:45pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:47pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1454 Depart at 2:42pm from Fort Myers (RSW) Fly for 3h 18m Arrive at 5:00pm in Chicago (ORD)
US$2354

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Mon Mar 31st 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 6 nights

Mon Mar 31st 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2354

4:40pm - 8:41pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Mon Mar 31st 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Spirit Airlines · NK 265 Depart at 4:40pm from Chicago (ORD) Fly for 3h 1m Arrive at 8:41pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2381

3:50pm - 7:52pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2649 Depart at 3:50pm from Chicago (ORD) Fly for 3h 2m Arrive at 7:52pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$2387

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:46pm - 11:58pm
Mon Mar 31st 2025

3h 12m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 Spirit Airlines · NK 266 Depart at 9:46pm from Fort Myers (RSW) Fly for 3h 12m Arrive at 11:58pm in Chicago (ORD)
US$2387

7:49pm - 11:50pm
Tue Mar 25th 2025

3h 1m
Chicago (ORD) → Fort Myers (RSW)

Direct

11:30am - 1:43pm
Mon Mar 31st 2025

3h 13m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Frontier Airlines · F9 3800 Depart at 7:49pm from Chicago (ORD) Fly for 3h 1m Arrive at 11:50pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 Spirit Airlines · NK 1496 Depart at 11:30am from Fort Myers (RSW) Fly for 3h 13m Arrive at 1:43pm in Chicago (ORD)
US$2407

3:50pm - 7:52pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 United Airlines · UA 2649 Depart at 3:50pm from Chicago (ORD) Fly for 3h 2m Arrive at 7:52pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$2535

2:27pm - 6:29pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2657 Depart at 2:27pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:29pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$2753

6:00am - 9:59am
Mon Mar 24th 2025

2h 59m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 United Airlines · UA 2091 Depart at 6:00am from Chicago (ORD) Fly for 2h 59m Arrive at 9:59am in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$2805

7:10am - 2:27pm
Sun Mar 23rd 2025

6h 17m
Chicago (ORD) → Fort Myers (RSW)

1 Stop

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 8m Arrive at 10:18am in New York (EWR)

Layover in New York for 0h 58m

Sun Mar 23rd 2025 United Airlines · UA 2121 Depart at 11:16am from New York (EWR) Fly for 3h 11m Arrive at 2:27pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$2887

5:53pm - 9:55pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:01am - 11:20am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 561 Depart at 9:01am from Fort Myers (RSW) Fly for 3h 19m Arrive at 11:20am in Chicago (ORD)
US$2887

3:50pm - 7:52pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:01am - 11:20am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2649 Depart at 3:50pm from Chicago (ORD) Fly for 3h 2m Arrive at 7:52pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 561 Depart at 9:01am from Fort Myers (RSW) Fly for 3h 19m Arrive at 11:20am in Chicago (ORD)
US$2887

10:45am - 2:51pm
Tue Mar 25th 2025

3h 6m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2389 Depart at 10:45am from Chicago (ORD) Fly for 3h 6m Arrive at 2:51pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3019

7:48pm - 11:53pm
Sun Mar 23rd 2025

3h 5m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 1069 Depart at 7:48pm from Chicago (ORD) Fly for 3h 5m Arrive at 11:53pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3041

2:27pm - 6:29pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:01am - 11:20am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2657 Depart at 2:27pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:29pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 561 Depart at 9:01am from Fort Myers (RSW) Fly for 3h 19m Arrive at 11:20am in Chicago (ORD)
US$3046

5:53pm - 9:55pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

9:01am - 11:20am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 United Airlines · UA 561 Depart at 9:01am from Fort Myers (RSW) Fly for 3h 19m Arrive at 11:20am in Chicago (ORD)
US$3071

10:53am - 6:04pm
Sun Mar 23rd 2025

6h 11m
Chicago (ORD) → Fort Myers (RSW)

1 Stop

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 1536 Depart at 10:53am from Chicago (ORD) Fly for 2h 12m Arrive at 2:05pm in New York (EWR)

Layover in New York for 0h 48m

Sun Mar 23rd 2025 United Airlines · UA 2343 Depart at 2:53pm from New York (EWR) Fly for 3h 11m Arrive at 6:04pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3153

2:33pm - 6:35pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 United Airlines · UA 2657 Depart at 2:33pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:35pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3153

7:10am - 11:14am
Tue Mar 25th 2025

3h 4m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 1740 Depart at 7:10am from Chicago (ORD) Fly for 3h 4m Arrive at 11:14am in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3206

5:53pm - 9:55pm
Sun Mar 23rd 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3206

7:10am - 11:14am
Mon Mar 24th 2025

3h 4m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Thu Mar 27th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 United Airlines · UA 1740 Depart at 7:10am from Chicago (ORD) Fly for 3h 4m Arrive at 11:14am in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Thu Mar 27th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3326

3:50pm - 7:52pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:55pm - 10:15pm
Mon Mar 31st 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2649 Depart at 3:50pm from Chicago (ORD) Fly for 3h 2m Arrive at 7:52pm in Fort Myers (RSW)

Stay in Fort Myers for 6 nights

Mon Mar 31st 2025 United Airlines · UA 528 Depart at 7:55pm from Fort Myers (RSW) Fly for 3h 20m Arrive at 10:15pm in Chicago (ORD)
US$3326

5:53pm - 9:55pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:55pm - 10:15pm
Mon Mar 31st 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 United Airlines · UA 528 Depart at 7:55pm from Fort Myers (RSW) Fly for 3h 20m Arrive at 10:15pm in Chicago (ORD)
US$3331

5:53pm - 9:55pm
Mon Mar 24th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Fri Mar 28th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Mon Mar 24th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Fri Mar 28th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3331

2:33pm - 6:35pm
Wed Mar 26th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:55pm - 10:15pm
Mon Mar 31st 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 United Airlines · UA 2657 Depart at 2:33pm from Chicago (ORD) Fly for 3h 2m Arrive at 6:35pm in Fort Myers (RSW)

Stay in Fort Myers for 5 nights

Mon Mar 31st 2025 United Airlines · UA 528 Depart at 7:55pm from Fort Myers (RSW) Fly for 3h 20m Arrive at 10:15pm in Chicago (ORD)
US$3339

3:50pm - 7:52pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:41pm - 9:58pm
Thu Mar 27th 2025

3h 17m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2649 Depart at 3:50pm from Chicago (ORD) Fly for 3h 2m Arrive at 7:52pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 678 Depart at 7:41pm from Fort Myers (RSW) Fly for 3h 17m Arrive at 9:58pm in Chicago (ORD)
US$3339

5:53pm - 9:55pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:41pm - 9:58pm
Thu Mar 27th 2025

3h 17m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 678 Depart at 7:41pm from Fort Myers (RSW) Fly for 3h 17m Arrive at 9:58pm in Chicago (ORD)
US$3339

3:50pm - 7:52pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Fri Mar 28th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2649 Depart at 3:50pm from Chicago (ORD) Fly for 3h 2m Arrive at 7:52pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3339

5:53pm - 9:55pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

7:00am - 9:19am
Fri Mar 28th 2025

3h 19m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 United Airlines · UA 2189 Depart at 7:00am from Fort Myers (RSW) Fly for 3h 19m Arrive at 9:19am in Chicago (ORD)
US$3339

5:53pm - 9:55pm
Tue Mar 25th 2025

3h 2m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:35pm - 6:55pm
Thu Mar 27th 2025

3h 20m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 United Airlines · UA 2050 Depart at 5:53pm from Chicago (ORD) Fly for 3h 2m Arrive at 9:55pm in Fort Myers (RSW)

Stay in Fort Myers for 1 night

Thu Mar 27th 2025 United Airlines · UA 533 Depart at 4:35pm from Fort Myers (RSW) Fly for 3h 20m Arrive at 6:55pm in Chicago (ORD)
US$61590

12:10pm - 4:03pm
Tue Mar 25th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:41pm - 4:56pm
Sat Mar 29th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Sat Mar 29th 2025 Alaska Airlines · AS 6817 Depart at 2:41pm from Fort Myers (RSW) Fly for 3h 15m Arrive at 4:56pm in Chicago (ORD)
US$61590

12:10pm - 4:03pm
Tue Mar 25th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:57pm - 7:12pm
Sat Mar 29th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 4 nights

Sat Mar 29th 2025 Alaska Airlines · AS 6609 Depart at 4:57pm from Fort Myers (RSW) Fly for 3h 15m Arrive at 7:12pm in Chicago (ORD)
US$61590

12:10pm - 4:03pm
Wed Mar 26th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

12:49pm - 3:04pm
Sun Mar 30th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Sun Mar 30th 2025 Alaska Airlines · AS 4214 Depart at 12:49pm from Fort Myers (RSW) Fly for 3h 15m Arrive at 3:04pm in Chicago (ORD)
US$61619

12:10pm - 4:03pm
Wed Mar 26th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:57pm - 7:12pm
Sat Mar 29th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Sat Mar 29th 2025 Alaska Airlines · AS 6609 Depart at 4:57pm from Fort Myers (RSW) Fly for 3h 15m Arrive at 7:12pm in Chicago (ORD)
US$61619

12:10pm - 4:03pm
Wed Mar 26th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:05am - 8:20am
Sat Mar 29th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Sat Mar 29th 2025 Alaska Airlines · AS 6294 Depart at 6:05am from Fort Myers (RSW) Fly for 3h 15m Arrive at 8:20am in Chicago (ORD)
US$61619

12:10pm - 4:03pm
Wed Mar 26th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

2:41pm - 4:56pm
Sat Mar 29th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Wed Mar 26th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Sat Mar 29th 2025 Alaska Airlines · AS 6817 Depart at 2:41pm from Fort Myers (RSW) Fly for 3h 15m Arrive at 4:56pm in Chicago (ORD)
US$61620

12:10pm - 4:03pm
Tue Mar 25th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

12:55pm - 3:10pm
Fri Mar 28th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 Alaska Airlines · AS 6817 Depart at 12:55pm from Fort Myers (RSW) Fly for 3h 15m Arrive at 3:10pm in Chicago (ORD)
US$61620

12:10pm - 4:03pm
Tue Mar 25th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:05am - 8:20am
Fri Mar 28th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 2 nights

Fri Mar 28th 2025 Alaska Airlines · AS 6294 Depart at 6:05am from Fort Myers (RSW) Fly for 3h 15m Arrive at 8:20am in Chicago (ORD)
US$61620

12:10pm - 4:03pm
Tue Mar 25th 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

4:57pm - 7:12pm
Fri Mar 28th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Tue Mar 25th 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 3 nights

Fri Mar 28th 2025 Alaska Airlines · AS 6609 Depart at 4:57pm from Fort Myers (RSW) Fly for 3h 15m Arrive at 7:12pm in Chicago (ORD)
US$61853

12:10pm - 4:03pm
Sun Mar 23rd 2025

2h 53m
Chicago (ORD) → Fort Myers (RSW)

Direct

6:05am - 8:20am
Fri Mar 28th 2025

3h 15m
Fort Myers (RSW) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Alaska Airlines · AS 6609 Depart at 12:10pm from Chicago (ORD) Fly for 2h 53m Arrive at 4:03pm in Fort Myers (RSW)

Stay in Fort Myers for 4 nights

Fri Mar 28th 2025 Alaska Airlines · AS 6294 Depart at 6:05am from Fort Myers (RSW) Fly for 3h 15m Arrive at 8:20am 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 Fort Myers (ORD to RSW)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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