Airlines with flights from Fort Myers to Chicago

There are two airlines with scheduled flights between RSW and MDW. Southwest is the only airline with non-stop flights from Southwest Florida International Airport to Midway International Airport and the flight time is 3 hours.

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Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 3 hours
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 22 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
RSW
Direct
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN1153
07:15
07:15
07:15
06:00
06:00
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06:00
WN4965
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----
----
----
----
06:50
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WN3212
13:15
13:15
13:15
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----
10:10
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WN4508
----
----
----
13:40
13:40
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13:40
WN2135
----
----
----
----
----
17:00
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WN4631
19:30
19:30
19:30
21:15
21:15
----
21:15
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-10-16

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 11m - 6h 15m.
  • Sky Team Alliance
  • 37 flights per week
RSW
 
Via ATL
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
DL1385
DL1063
05:40
05:40
05:40
05:40
05:40
05:40
05:40
DL1603
DL3867
08:15
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08:15
08:15
08:15
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08:15
DL1089
DL1739
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10:58
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----
----
----
----
DL2556
DL3869
12:50
12:50
12:50
12:50
12:50
12:50
12:50
DL1153
DL1739
12:54
----
12:54
12:54
12:54
12:54
12:54
DL1110
DL1076
17:39
18:01
18:01
17:45
17:45
----
17:45
DL1077
DL1076
----
----
----
----
----
17:50
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-10-16

Via Baltimore with Southwest Airlines

  • Total flight time: 5h 05m - 9h 50m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 20 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
RSW
 
Via BWI
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN2343
WN5265
----
----
----
06:15
06:15
07:10
06:15
WN2343
WN954
06:15
06:15
06:15
----
----
----
----
WN3858
WN162
----
----
----
----
----
06:15
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WN2754
WN2689
07:00
07:00
07:00
----
----
----
----
WN2754
WN2847
07:00
07:00
07:00
----
----
----
----
WN2066
WN2223
----
----
----
----
----
07:25
----
WN1091
WN2364
----
----
----
07:35
07:35
----
07:35
WN1165
WN2364
07:35
07:35
07:35
----
----
----
----
WN4753
WN2833
10:00
10:00
10:00
----
----
----
----
WN4753
WN2756
10:00
10:00
10:00
----
----
----
----
WN2034
WN2829
----
----
----
----
----
10:55
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WN2034
WN2833
----
----
----
----
----
10:55
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WN2034
WN2050
----
----
----
----
----
10:55
----
WN4668
WN4928
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----
----
12:15
12:15
----
12:15
WN4357
WN1776
----
----
----
13:55
13:55
----
13:55
WN4357
WN1066
----
----
----
13:55
13:55
----
13:55
WN4357
WN2221
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----
----
13:55
13:55
----
13:55
WN4357
WN1006
----
----
----
13:55
13:55
----
13:55
WN4501
WN3122
----
----
----
----
----
13:55
----
WN4357
WN1291
14:15
14:15
14:15
----
----
----
----
WN2430
WN1253
----
----
----
----
----
14:20
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WN3858
WN4703
16:15
----
16:15
18:10
18:10
----
18:10
WN3972
WN1449
----
----
----
----
----
16:40
----
WN3972
WN1647
16:40
----
16:40
----
----
----
----
WN3972
WN2804
----
----
----
16:45
16:45
----
16:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-10-16

Via Atlanta with Southwest Airlines

  • Total flight time: 4h 10m - 8h 55m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 14 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
RSW
 
Via ATL
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN2343
WN5265
----
----
----
06:15
06:15
07:10
06:15
WN2343
WN954
06:15
06:15
06:15
----
----
----
----
WN3858
WN162
----
----
----
----
----
06:15
----
WN2754
WN2689
07:00
07:00
07:00
----
----
----
----
WN2754
WN2847
07:00
07:00
07:00
----
----
----
----
WN2066
WN2223
----
----
----
----
----
07:25
----
WN1091
WN2364
----
----
----
07:35
07:35
----
07:35
WN1165
WN2364
07:35
07:35
07:35
----
----
----
----
WN4753
WN2833
10:00
10:00
10:00
----
----
----
----
WN4753
WN2756
10:00
10:00
10:00
----
----
----
----
WN2034
WN2829
----
----
----
----
----
10:55
----
WN2034
WN2833
----
----
----
----
----
10:55
----
WN2034
WN2050
----
----
----
----
----
10:55
----
WN4668
WN4928
----
----
----
12:15
12:15
----
12:15
WN4357
WN1776
----
----
----
13:55
13:55
----
13:55
WN4357
WN1066
----
----
----
13:55
13:55
----
13:55
WN4357
WN2221
----
----
----
13:55
13:55
----
13:55
WN4357
WN1006
----
----
----
13:55
13:55
----
13:55
WN4501
WN3122
----
----
----
----
----
13:55
----
WN4357
WN1291
14:15
14:15
14:15
----
----
----
----
WN2430
WN1253
----
----
----
----
----
14:20
----
WN3858
WN4703
16:15
----
16:15
18:10
18:10
----
18:10
WN3972
WN1449
----
----
----
----
----
16:40
----
WN3972
WN1647
16:40
----
16:40
----
----
----
----
WN3972
WN2804
----
----
----
16:45
16:45
----
16:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-10-16

Via Nashville with Southwest Airlines

  • Total flight time: 4h 25m - 6h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 10 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
RSW
 
Via BNA
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN2343
WN5265
----
----
----
06:15
06:15
07:10
06:15
WN2343
WN954
06:15
06:15
06:15
----
----
----
----
WN3858
WN162
----
----
----
----
----
06:15
----
WN2754
WN2689
07:00
07:00
07:00
----
----
----
----
WN2754
WN2847
07:00
07:00
07:00
----
----
----
----
WN2066
WN2223
----
----
----
----
----
07:25
----
WN1091
WN2364
----
----
----
07:35
07:35
----
07:35
WN1165
WN2364
07:35
07:35
07:35
----
----
----
----
WN4753
WN2833
10:00
10:00
10:00
----
----
----
----
WN4753
WN2756
10:00
10:00
10:00
----
----
----
----
WN2034
WN2829
----
----
----
----
----
10:55
----
WN2034
WN2833
----
----
----
----
----
10:55
----
WN2034
WN2050
----
----
----
----
----
10:55
----
WN4668
WN4928
----
----
----
12:15
12:15
----
12:15
WN4357
WN1776
----
----
----
13:55
13:55
----
13:55
WN4357
WN1066
----
----
----
13:55
13:55
----
13:55
WN4357
WN2221
----
----
----
13:55
13:55
----
13:55
WN4357
WN1006
----
----
----
13:55
13:55
----
13:55
WN4501
WN3122
----
----
----
----
----
13:55
----
WN4357
WN1291
14:15
14:15
14:15
----
----
----
----
WN2430
WN1253
----
----
----
----
----
14:20
----
WN3858
WN4703
16:15
----
16:15
18:10
18:10
----
18:10
WN3972
WN1449
----
----
----
----
----
16:40
----
WN3972
WN1647
16:40
----
16:40
----
----
----
----
WN3972
WN2804
----
----
----
16:45
16:45
----
16:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR RSW - MDW

The timetable & schedule information was updated at 2024-10-16

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