Airlines with flights from Fort Myers to Chicago

There are five airlines with scheduled flights between RSW and ORD. United, American Airlines and Frontier has non-stop flights from Southwest Florida International Airport to Chicago O'Hare and the flight time is 3 hours and 23 minutes.

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Schedules

United Airlines

Non-stop with United Airlines

  • Total flight time: 3 hours and 23 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
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
UA1554
07:00
07:00
07:00
07:00
07:00
07:00
07:00
UA2494
12:28
12:28
12:28
12:28
12:28
12:28
12:28
UA2832
16:39
16:39
16:39
16:39
16:39
16:39
16:39
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CHECK PRICES FOR RSW - ORD

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

American Airlines

Non-stop with American Airlines

  • Total flight time: 3 hours and 23 minutes
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 20 flights per week
  • Boeing 737-800 Passenger
    Boeing 737MAX 8 Passenger
  • First class available
RSW
Direct
ORD
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
AA803
06:15
06:15
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06:15
06:27
06:15
AA2433
11:35
11:35
11:35
11:35
11:35
11:35
11:35
AA3238
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12:47
12:47
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AA2437
17:24
17:24
17:24
17:24
17:24
----
17:24
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - ORD

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

Frontier Airlines

Non-stop with Frontier Airlines

  • Total flight time: 3 hours and 21 minutes
  • Low-cost airline
  • 1 flight per week
RSW
Direct
ORD
 
Flight
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - 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
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
DL1385
DL1147
05:35
05:35
05:35
05:35
05:35
06:00
05:35
DL1361
DL2894
06:50
06:50
06:50
06:50
06:50
07:15
06:50
DL1395
DL2894
08:03
08:03
08:03
08:03
08:03
08:30
08:03
DL1089
DL2738
10:48
10:48
10:48
10:48
10:48
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DL1089
DL1477
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10:48
10:48
DL1153
DL2879
13:16
13:16
13:16
13:16
13:16
13:16
13:16
DL1196
DL2486
15:41
15:41
15:41
15:41
15:41
15:41
15:41
DL1349
DL1199
18:34
18:34
18:34
18:34
18:34
18:34
18:34
DL1124
DL1199
20:00
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20:00
20:00
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20:00
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
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
AA1097
AA1038
06:26
06:26
06:26
06:26
06:26
06:26
06:26
AA2427
AA836
09:58
09:58
09:58
09:58
09:58
09:58
10:02
AA2444
AA627
15:59
15:59
15:59
15:59
15:59
15:59
15:59
AA2442
AA3014
19:41
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19:41
19:41
19:41
19:41
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - 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
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
UA464
UA2315
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12:59
----
----
12:59
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UA464
UA3575
12:59
----
----
12:59
12:59
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12:59
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - 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
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - ORD

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

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At Airlineinformation.com you can learn all about the airlines operating around the world together with their destinations and where they operate. You will get a transparent overview of airlines with scheduled flights between any two destinations with non-stop or 1-stop flights regardless of price or availability.
Flight data on this page was last updated on 2026-07-13
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