Airlines with flights from Fort Myers to Chicago

There are four airlines with scheduled flights between RSW and ORD. American Airlines, United and Southwest has non-stop flights from Southwest Florida International Airport to Chicago O'Hare and the flight time is 3 hours and 22 minutes.

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Schedules

American Airlines

Non-stop with American Airlines

  • Total flight time: 3 hours and 22 minutes
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 21 flights per week
  • Boeing 737-800 Passenger
    Boeing 737MAX 8 Passenger
  • First class available
RSW
Direct
ORD

The timetable & schedule information was updated at 2026-04-22

United Airlines

Non-stop with United Airlines

  • Total flight time: 3 hours and 25 minutes
  • Chicago is a United Airlines hub (Largest hub ).
  • 21 flights per week
  • Boeing 737MAX 9 Passenger
    Airbus A321neo
  • Business and first class available
RSW
Direct
ORD

The timetable & schedule information was updated at 2026-04-22

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 3 hours and 15 minutes
  • Low-cost airline
  • 5 flights per week
RSW
Direct
ORD

The timetable & schedule information was updated at 2026-04-22

Delta Air Lines

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 36m - 7h 04m.
  • Sky Team Alliance
  • 194 flights per week
RSW
 
Via ATL
 
ORD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL1385
DL1147
05:37
05:37
05:37
05:37
05:37
06:00
05:37
DL1361
DL2894
06:50
06:50
06:50
06:50
06:50
07:04
06:50
DL1395
DL2894
08:03
08:03
08:03
08:03
08:03
08:30
08:03
DL1089
DL1477
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10:38
DL1089
DL2738
10:53
10:53
10:53
10:53
10:53
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DL1153
DL2879
13:19
13:19
13:19
13:19
13:19
13:19
13:19
DL1196
DL2486
15:50
15:50
15:50
15:50
15:50
15:45
15:45
DL1349
DL1199
18:34
18:34
18:34
18:34
18:34
18:34
18:34
DL1124
DL1199
19:58
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19:58
19:58
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19:58
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - ORD

The timetable & schedule information was updated at 2026-04-22

American Airlines

Via Charlotte with American Airlines

  • Total flight time: 4h 37m - 7h 20m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 311 flights per week
  • Boeing 737-800 Passenger
    Boeing 737MAX 8 Passenger
RSW
 
Via CLT
 
ORD

The timetable & schedule information was updated at 2026-04-22

United Airlines

Via Cleveland with United Airlines

  • Total flight time: 4h 49m - 6h 56m.
  • Chicago is a United Airlines hub (Largest hub ).
  • 51 flights per week
  • Boeing 737MAX 9 Passenger
    Airbus A321neo
RSW
 
Via CLE
 
ORD

The timetable & schedule information was updated at 2026-04-22

Southwest Airlines

Via Orlando with Southwest Airlines

  • Total flight time: 4h 55m - 5h 10m.
  • Low-cost airline
  • 51 flights per week
RSW
 
Via MCO
 
ORD

The timetable & schedule information was updated at 2026-04-22

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Flight data on this page was last updated on 2026-06-02