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.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 3 hours
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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37 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 (winglets) Passenger/BBJ1Boeing 737-800 (winglets) Passenger/BBJ2
RSW
Direct
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN1153
----
07:15
07:15
07:15
07:15
----
06:00
WN4965
----
----
----
----
----
06:50
----
WN5147
07:05
----
----
----
----
----
----
WN3212
----
13:15
13:15
13:15
13:15
10:10
----
WN3331
12:45
----
----
----
----
----
----
WN4508
----
----
----
----
----
----
13:40
WN2135
----
----
----
----
----
17:00
----
WN4631
21:40
19:30
19:30
19:30
19:30
----
21:15
The timetable & schedule information was updated at 2024-11-19
Via Baltimore with Southwest Airlines
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Total flight time: 5h 05m - 10h 20m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
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26 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 (winglets) Passenger/BBJ1Boeing 737-800 (winglets) Passenger/BBJ2
RSW
Via BWI
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN2343
WN5265
WN5265
----
----
----
----
----
07:10
06:15
WN2343
WN954
WN954
----
06:15
06:15
06:15
06:15
----
----
WN3858
WN162
WN162
----
----
----
----
----
06:15
----
WN2754
WN2847
WN2847
----
07:00
07:00
07:00
07:00
----
----
WN2754
WN2689
WN2689
----
07:00
07:00
07:00
07:00
----
----
WN4266
WN806
WN806
07:25
----
----
----
----
----
----
WN2066
WN2223
WN2223
----
----
----
----
----
07:25
----
WN1165
WN2364
WN2364
----
07:35
07:35
07:35
07:35
----
----
WN1091
WN2364
WN2364
----
----
----
----
----
----
07:35
WN568
WN5477
WN5477
07:40
----
----
----
----
----
----
WN4357
WN1689
WN1689
09:20
----
----
----
----
----
----
WN4753
WN2756
WN2756
----
10:00
10:00
10:00
10:00
----
----
WN4753
WN2833
WN2833
----
10:00
10:00
10:00
10:00
----
----
WN4144
WN1472
WN1472
10:05
----
----
----
----
----
----
WN2034
WN2833
WN2833
----
----
----
----
----
10:55
----
WN2034
WN2829
WN2829
----
----
----
----
----
10:55
----
WN2034
WN2050
WN2050
----
----
----
----
----
10:55
----
WN4668
WN4928
WN4928
----
----
----
----
----
----
12:15
WN4357
WN1776
WN1776
----
----
----
----
----
----
13:55
WN4501
WN3122
WN3122
----
----
----
----
----
13:55
----
WN4357
WN2221
WN2221
----
----
----
----
----
----
13:55
WN4357
WN1066
WN1066
----
----
----
----
----
----
13:55
WN4357
WN1006
WN1006
----
----
----
----
----
----
13:55
WN4357
WN1291
WN1291
----
14:15
14:15
14:15
14:15
----
----
WN2430
WN1253
WN1253
----
----
----
----
----
14:20
----
WN2343
WN1014
WN1014
15:30
----
----
----
----
----
----
WN3858
WN4703
WN4703
----
16:15
16:15
16:15
16:15
----
18:10
WN3972
WN1449
WN1449
----
----
----
----
----
16:40
----
WN3972
WN1647
WN1647
----
16:40
16:40
16:40
16:40
----
----
WN3972
WN2804
WN2804
----
----
----
----
----
----
16:45
WN1282
WN2804
WN2804
18:50
----
----
----
----
----
----
WN1153
WN598
WN598
20:20
----
----
----
----
----
----
The timetable & schedule information was updated at 2024-11-19
Via Atlanta with Delta Air Lines
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Total flight time: 4h 16m - 6h 36m.
-
Sky Team Alliance
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21 flights per week
RSW
Via ATL
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL1385
DL1063
DL1063
05:30
05:30
05:30
05:30
05:25
05:25
05:25
DL1361
DL2417
DL2417
06:58
06:58
06:58
06:58
06:35
06:35
06:35
DL1395
DL2417
DL2417
08:10
08:10
08:10
08:10
08:00
08:00
08:00
DL1603
DL3867
DL3867
08:15
08:15
08:15
08:15
08:11
----
08:11
DL1089
DL1739
DL1739
11:00
11:00
11:00
11:00
11:04
11:04
11:04
DL2556
DL3869
DL3869
11:55
11:55
11:55
11:55
11:54
11:54
11:54
DL1153
DL2241
DL2241
13:32
----
----
----
----
----
----
DL1110
DL1076
DL1076
17:39
17:39
17:39
17:39
17:42
17:42
17:42
The timetable & schedule information was updated at 2024-11-19
Via Detroit with Delta Air Lines
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Total flight time: 5h 03m - 6h 07m.
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Sky Team Alliance
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13 flights per week
RSW
Via DTW
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL1385
DL1063
DL1063
05:30
05:30
05:30
05:30
05:25
05:25
05:25
DL1361
DL2417
DL2417
06:58
06:58
06:58
06:58
06:35
06:35
06:35
DL1395
DL2417
DL2417
08:10
08:10
08:10
08:10
08:00
08:00
08:00
DL1603
DL3867
DL3867
08:15
08:15
08:15
08:15
08:11
----
08:11
DL1089
DL1739
DL1739
11:00
11:00
11:00
11:00
11:04
11:04
11:04
DL2556
DL3869
DL3869
11:55
11:55
11:55
11:55
11:54
11:54
11:54
DL1153
DL2241
DL2241
13:32
----
----
----
----
----
----
DL1110
DL1076
DL1076
17:39
17:39
17:39
17:39
17:42
17:42
17:42
The timetable & schedule information was updated at 2024-11-19
Via Nashville with Southwest Airlines
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Total flight time: 4h 20m - 6h 45m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
11 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 (winglets) Passenger/BBJ1Boeing 737-800 (winglets) Passenger/BBJ2
RSW
Via BNA
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN2343
WN5265
WN5265
----
----
----
----
----
07:10
06:15
WN2343
WN954
WN954
----
06:15
06:15
06:15
06:15
----
----
WN3858
WN162
WN162
----
----
----
----
----
06:15
----
WN2754
WN2847
WN2847
----
07:00
07:00
07:00
07:00
----
----
WN2754
WN2689
WN2689
----
07:00
07:00
07:00
07:00
----
----
WN4266
WN806
WN806
07:25
----
----
----
----
----
----
WN2066
WN2223
WN2223
----
----
----
----
----
07:25
----
WN1165
WN2364
WN2364
----
07:35
07:35
07:35
07:35
----
----
WN1091
WN2364
WN2364
----
----
----
----
----
----
07:35
WN568
WN5477
WN5477
07:40
----
----
----
----
----
----
WN4357
WN1689
WN1689
09:20
----
----
----
----
----
----
WN4753
WN2756
WN2756
----
10:00
10:00
10:00
10:00
----
----
WN4753
WN2833
WN2833
----
10:00
10:00
10:00
10:00
----
----
WN4144
WN1472
WN1472
10:05
----
----
----
----
----
----
WN2034
WN2833
WN2833
----
----
----
----
----
10:55
----
WN2034
WN2829
WN2829
----
----
----
----
----
10:55
----
WN2034
WN2050
WN2050
----
----
----
----
----
10:55
----
WN4668
WN4928
WN4928
----
----
----
----
----
----
12:15
WN4357
WN1776
WN1776
----
----
----
----
----
----
13:55
WN4501
WN3122
WN3122
----
----
----
----
----
13:55
----
WN4357
WN2221
WN2221
----
----
----
----
----
----
13:55
WN4357
WN1066
WN1066
----
----
----
----
----
----
13:55
WN4357
WN1006
WN1006
----
----
----
----
----
----
13:55
WN4357
WN1291
WN1291
----
14:15
14:15
14:15
14:15
----
----
WN2430
WN1253
WN1253
----
----
----
----
----
14:20
----
WN2343
WN1014
WN1014
15:30
----
----
----
----
----
----
WN3858
WN4703
WN4703
----
16:15
16:15
16:15
16:15
----
18:10
WN3972
WN1449
WN1449
----
----
----
----
----
16:40
----
WN3972
WN1647
WN1647
----
16:40
16:40
16:40
16:40
----
----
WN3972
WN2804
WN2804
----
----
----
----
----
----
16:45
WN1282
WN2804
WN2804
18:50
----
----
----
----
----
----
WN1153
WN598
WN598
20:20
----
----
----
----
----
----
The timetable & schedule information was updated at 2024-11-19