All airlines flying from Midway, Chicago (MDW) to Fort Myers (RSW).

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 18:55 Midway, Chicago (MDW) 22:40 Fort Myers (RSW)
Southwest Airlines WN 433 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-08-10 through 2025-08-24
Sun 18:55 Midway, Chicago (MDW) 22:40 Fort Myers (RSW)
Southwest Airlines WN 433 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-09-07 through 2025-09-28
Tue,Wed 18:50 Midway, Chicago (MDW) 22:30 Fort Myers (RSW)
Southwest Airlines WN 635 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 19:15 Midway, Chicago (MDW) 22:55 Fort Myers (RSW)
Southwest Airlines WN 635 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-10-02 through 2025-10-31
Mon,Thu,Fri 06:00 Midway, Chicago (MDW) 09:45 Fort Myers (RSW)
Southwest Airlines WN 698 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2025-06-02
Sat 08:00 Midway, Chicago (MDW) 11:45 Fort Myers (RSW)
Southwest Airlines WN 698 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2025-05-31
Sun 08:20 Midway, Chicago (MDW) 12:05 Fort Myers (RSW)
Southwest Airlines WN 698 Non-stop Boeing 737-700 (73W) 2:45 Valid until 2025-05-18
Sun 08:20 Midway, Chicago (MDW) 12:05 Fort Myers (RSW)
Southwest Airlines WN 698 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2025-06-01
Sun 09:40 Midway, Chicago (MDW) 13:25 Fort Myers (RSW)
Southwest Airlines WN 698 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-05-25
Tue,Wed 13:05 Midway, Chicago (MDW) 16:50 Fort Myers (RSW)
Southwest Airlines WN 698 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2025-06-04
Tue,Wed 13:30 Midway, Chicago (MDW) 17:15 Fort Myers (RSW)
Southwest Airlines WN 897 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-06-10 through 2025-07-30
Sat 19:35 Midway, Chicago (MDW) 23:20 Fort Myers (RSW)
Southwest Airlines WN 897 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 20:20 Midway, Chicago (MDW) 00:05 Fort Myers (RSW)
Southwest Airlines WN 897 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-06-05 through 2025-07-03
The flight arrives 1 day after departure.
Mon,Thu,Fri 20:20 Midway, Chicago (MDW) 00:05 Fort Myers (RSW)
Southwest Airlines WN 897 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-07-07 through 2025-08-04
The flight arrives 1 day after departure.
Mon,Thu,Fri 13:05 Midway, Chicago (MDW) 16:50 Fort Myers (RSW)
Southwest Airlines WN 1416 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-08-07 through 2025-09-29
Sat 13:40 Midway, Chicago (MDW) 17:25 Fort Myers (RSW)
Southwest Airlines WN 1441 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2025-05-31
Mon,Thu,Fri 13:45 Midway, Chicago (MDW) 17:30 Fort Myers (RSW)
Southwest Airlines WN 1441 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2025-05-02
Mon,Thu,Fri 13:50 Midway, Chicago (MDW) 17:35 Fort Myers (RSW)
Southwest Airlines WN 1441 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-05-05 through 2025-06-02
Sun 15:35 Midway, Chicago (MDW) 19:20 Fort Myers (RSW)
Southwest Airlines WN 1441 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2025-05-18
Sun 15:35 Midway, Chicago (MDW) 19:20 Fort Myers (RSW)
Southwest Airlines WN 1441 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-06-01
Tue,Wed 18:20 Midway, Chicago (MDW) 22:05 Fort Myers (RSW)
Southwest Airlines WN 1441 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2025-06-04
Sat 05:55 Midway, Chicago (MDW) 09:35 Fort Myers (RSW)
Southwest Airlines WN 1459 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 07:50 Midway, Chicago (MDW) 11:35 Fort Myers (RSW)
Southwest Airlines WN 1459 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 07:50 Midway, Chicago (MDW) 11:35 Fort Myers (RSW)
Southwest Airlines WN 1459 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-07-07 through 2025-08-04
Sun 08:05 Midway, Chicago (MDW) 11:50 Fort Myers (RSW)
Southwest Airlines WN 1459 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-06-08 through 2025-08-03
Fri 11:05 Midway, Chicago (MDW) 14:50 Fort Myers (RSW)
Southwest Airlines WN 1459 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2025-07-04
Tue,Wed 19:50 Midway, Chicago (MDW) 23:35 Fort Myers (RSW)
Southwest Airlines WN 1459 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-06-10 through 2025-07-30
Tue,Wed 05:45 Midway, Chicago (MDW) 09:25 Fort Myers (RSW)
Southwest Airlines WN 1516 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-10 through 2025-07-30
Fri 14:40 Midway, Chicago (MDW) 18:30 Fort Myers (RSW)
Southwest Airlines WN 1516 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-07-04
Mon,Thu,Fri 14:45 Midway, Chicago (MDW) 18:35 Fort Myers (RSW)
Southwest Airlines WN 1516 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 14:45 Midway, Chicago (MDW) 18:35 Fort Myers (RSW)
Southwest Airlines WN 1516 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-07-07 through 2025-08-04
Thu 13:20 Midway, Chicago (MDW) 17:05 Fort Myers (RSW)
Southwest Airlines WN 1785 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2025-11-27
Mon,Thu,Fri 05:15 Midway, Chicago (MDW) 08:55 Fort Myers (RSW)
Southwest Airlines WN 1869 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-02 through 2025-10-31
Sun 08:55 Midway, Chicago (MDW) 12:35 Fort Myers (RSW)
Southwest Airlines WN 1869 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-05 through 2025-10-26
Sat 09:25 Midway, Chicago (MDW) 13:05 Fort Myers (RSW)
Southwest Airlines WN 1869 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-04 through 2025-11-01
Tue,Wed 12:15 Midway, Chicago (MDW) 15:55 Fort Myers (RSW)
Southwest Airlines WN 1869 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-10-07 through 2025-10-29
Sun 20:20 Midway, Chicago (MDW) 00:05 Fort Myers (RSW)
Southwest Airlines WN 2048 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-06-08 through 2025-08-03
The flight arrives 1 day after departure.
Mon-Wed 19:50 Midway, Chicago (MDW) 23:35 Fort Myers (RSW)
Southwest Airlines WN 2128 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 19:50 Midway, Chicago (MDW) 23:35 Fort Myers (RSW)
Southwest Airlines WN 2128 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-12-19 through 2026-01-04
Thu 07:55 Midway, Chicago (MDW) 11:45 Fort Myers (RSW)
Southwest Airlines WN 2163 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-11-27
Sat 17:30 Midway, Chicago (MDW) 21:10 Fort Myers (RSW)
Southwest Airlines WN 2438 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-04 through 2025-11-01
Fri 13:45 Midway, Chicago (MDW) 17:25 Fort Myers (RSW)
Southwest Airlines WN 2825 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2025-10-31
Sun 15:05 Midway, Chicago (MDW) 18:45 Fort Myers (RSW)
Southwest Airlines WN 2825 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-10-05 through 2025-10-26
Tue,Wed 07:50 Midway, Chicago (MDW) 11:30 Fort Myers (RSW)
Southwest Airlines WN 3257 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-10-07 through 2025-10-29
Sat 12:50 Midway, Chicago (MDW) 16:30 Fort Myers (RSW)
Southwest Airlines WN 3257 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-10-04 through 2025-11-01
Sun 20:30 Midway, Chicago (MDW) 00:10 Fort Myers (RSW)
Southwest Airlines WN 3257 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-10-05 through 2025-10-26
The flight arrives 1 day after departure.
Sat 20:50 Midway, Chicago (MDW) 00:35 Fort Myers (RSW)
Southwest Airlines WN 3318 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-11-22 through 2025-11-29
The flight arrives 1 day after departure.
Sat 20:50 Midway, Chicago (MDW) 00:35 Fort Myers (RSW)
Southwest Airlines WN 3318 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-12-20 through 2026-01-03
The flight arrives 1 day after departure.
Tue,Wed 13:25 Midway, Chicago (MDW) 17:10 Fort Myers (RSW)
Southwest Airlines WN 3350 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-11-04 through 2025-11-12
Mon-Thu 13:25 Midway, Chicago (MDW) 17:10 Fort Myers (RSW)
Southwest Airlines WN 3350 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-11-17 through 2025-11-20
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All airlines flying from Midway, Chicago (MDW) to Fort Myers (RSW).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Southwest Airlines WN433
18:55
Midway, Chicago (MDW)

22:40
Fort Myers (RSW)
Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN433
18:55
Midway, Chicago (MDW)

22:40
Fort Myers (RSW)
Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN635
18:50
Midway, Chicago (MDW)

22:30
Fort Myers (RSW)
Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN635
19:15
Midway, Chicago (MDW)

22:55
Fort Myers (RSW)
Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN698
06:00
Midway, Chicago (MDW)

09:45
Fort Myers (RSW)
Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN698
08:00
Midway, Chicago (MDW)

11:45
Fort Myers (RSW)
Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN698
08:20
Midway, Chicago (MDW)

12:05
Fort Myers (RSW)
Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN698
08:20
Midway, Chicago (MDW)

12:05
Fort Myers (RSW)
Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN698
09:40
Midway, Chicago (MDW)

13:25
Fort Myers (RSW)
Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN698
13:05
Midway, Chicago (MDW)

16:50
Fort Myers (RSW)
Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN897
13:30
Midway, Chicago (MDW)

17:15
Fort Myers (RSW)
Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN897
19:35
Midway, Chicago (MDW)

23:20
Fort Myers (RSW)
Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN897
20:20
Midway, Chicago (MDW)

00:05(+1)
Fort Myers (RSW)
Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.
Southwest Airlines WN897
20:20
Midway, Chicago (MDW)

00:05(+1)
Fort Myers (RSW)
Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.
Southwest Airlines WN1416
13:05
Midway, Chicago (MDW)

16:50
Fort Myers (RSW)
Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1441
13:40
Midway, Chicago (MDW)

17:25
Fort Myers (RSW)
Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1441
13:45
Midway, Chicago (MDW)

17:30
Fort Myers (RSW)
Valid until 2025-05-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN1441
13:50
Midway, Chicago (MDW)

17:35
Fort Myers (RSW)
Effective 2025-05-05 through 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN1441
15:35
Midway, Chicago (MDW)

19:20
Fort Myers (RSW)
Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1441
15:35
Midway, Chicago (MDW)

19:20
Fort Myers (RSW)
Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1441
18:20
Midway, Chicago (MDW)

22:05
Fort Myers (RSW)
Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN1459
05:55
Midway, Chicago (MDW)

09:35
Fort Myers (RSW)
Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1459
07:50
Midway, Chicago (MDW)

11:35
Fort Myers (RSW)
Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1459
07:50
Midway, Chicago (MDW)

11:35
Fort Myers (RSW)
Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1459
08:05
Midway, Chicago (MDW)

11:50
Fort Myers (RSW)
Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1459
11:05
Midway, Chicago (MDW)

14:50
Fort Myers (RSW)
Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1459
19:50
Midway, Chicago (MDW)

23:35
Fort Myers (RSW)
Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1516
05:45
Midway, Chicago (MDW)

09:25
Fort Myers (RSW)
Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1516
14:40
Midway, Chicago (MDW)

18:30
Fort Myers (RSW)
Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1516
14:45
Midway, Chicago (MDW)

18:35
Fort Myers (RSW)
Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1516
14:45
Midway, Chicago (MDW)

18:35
Fort Myers (RSW)
Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1785
13:20
Midway, Chicago (MDW)

17:05
Fort Myers (RSW)
Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN1869
05:15
Midway, Chicago (MDW)

08:55
Fort Myers (RSW)
Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1869
08:55
Midway, Chicago (MDW)

12:35
Fort Myers (RSW)
Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1869
09:25
Midway, Chicago (MDW)

13:05
Fort Myers (RSW)
Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN1869
12:15
Midway, Chicago (MDW)

15:55
Fort Myers (RSW)
Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2048
20:20
Midway, Chicago (MDW)

00:05(+1)
Fort Myers (RSW)
Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.
Southwest Airlines WN2128
19:50
Midway, Chicago (MDW)

23:35
Fort Myers (RSW)
Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2128
19:50
Midway, Chicago (MDW)

23:35
Fort Myers (RSW)
Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2163
07:55
Midway, Chicago (MDW)

11:45
Fort Myers (RSW)
Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2438
17:30
Midway, Chicago (MDW)

21:10
Fort Myers (RSW)
Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2825
13:45
Midway, Chicago (MDW)

17:25
Fort Myers (RSW)
Operates only on 2025-10-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2825
15:05
Midway, Chicago (MDW)

18:45
Fort Myers (RSW)
Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN3257
07:50
Midway, Chicago (MDW)

11:30
Fort Myers (RSW)
Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN3257
12:50
Midway, Chicago (MDW)

16:30
Fort Myers (RSW)
Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN3257
20:30
Midway, Chicago (MDW)

00:10(+1)
Fort Myers (RSW)
Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Southwest Airlines WN3318
20:50
Midway, Chicago (MDW)

00:35(+1)
Fort Myers (RSW)
Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Southwest Airlines WN3318
20:50
Midway, Chicago (MDW)

00:35(+1)
Fort Myers (RSW)
Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Southwest Airlines WN3350
13:25
Midway, Chicago (MDW)

17:10
Fort Myers (RSW)
Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN3350
13:25
Midway, Chicago (MDW)

17:10
Fort Myers (RSW)
Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Fort Myers airport (RSW).
  • The flight distance is 1107 miles, or 1781 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 2:40 and 2:55.
Return (RSW-MDW) flights
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