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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Fri,Sun 05:35 Midway, Chicago (MDW) 09:20 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-12-07 through 2025-12-14
Thu 05:35 Midway, Chicago (MDW) 09:20 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-12-18
Mon 05:35 Midway, Chicago (MDW) 09:20 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-01-05
Sun 07:20 Midway, Chicago (MDW) 11:05 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-11-30
Tue,Wed 08:20 Midway, Chicago (MDW) 12:10 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-04 through 2025-11-12
Sat 08:20 Midway, Chicago (MDW) 12:10 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-08 through 2025-11-15
Mon-Thu 08:20 Midway, Chicago (MDW) 12:10 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-17 through 2025-11-20
Mon-Fri 08:20 Midway, Chicago (MDW) 12:10 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-02 through 2025-12-11
Sat 08:20 Midway, Chicago (MDW) 12:10 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-06 through 2025-12-13
Mon-Wed 08:20 Midway, Chicago (MDW) 12:10 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-15 through 2025-12-17
Wed,Thu 08:20 Midway, Chicago (MDW) 12:10 Fort Myers (RSW)
Southwest Airlines WN 3869 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-24 through 2026-01-01
Sun 10:20 Midway, Chicago (MDW) 14:10 Fort Myers (RSW)
Southwest Airlines WN 4079 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-11-30
Mon,Thu,Fri 13:45 Midway, Chicago (MDW) 17:25 Fort Myers (RSW)
Southwest Airlines WN 4859 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-10-02 through 2025-10-30
Sat 10:00 Midway, Chicago (MDW) 13:50 Fort Myers (RSW)
Southwest Airlines WN 6340 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2025-05-10
Non-Direct Flights:
Tue,Wed 14:05 Midway, Chicago (MDW) 19:15 Fort Myers (RSW)
Southwest Airlines WN 261 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2025-10-07 through 2025-10-29
Sun 12:10 Midway, Chicago (MDW) 17:35 Fort Myers (RSW)
Southwest Airlines WN 425 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2025-10-05 through 2025-10-26
Tue,Wed 10:00 Midway, Chicago (MDW) 15:05 Fort Myers (RSW)
Southwest Airlines WN 431 1-stop Boeing 737-700 (73W) 4:05 Effective 2025-08-05 through 2025-10-01
Sat 13:45 Midway, Chicago (MDW) 19:35 Fort Myers (RSW)
Southwest Airlines WN 878 1-stop Boeing 737-700 (73W) 4:50 Valid until 2025-05-31
Mon-Wed 13:55 Midway, Chicago (MDW) 19:25 Fort Myers (RSW)
Southwest Airlines WN 1505 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 13:55 Midway, Chicago (MDW) 19:25 Fort Myers (RSW)
Southwest Airlines WN 1505 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2025-12-19 through 2026-01-04
Sat 06:40 Midway, Chicago (MDW) 13:10 Fort Myers (RSW)
Southwest Airlines WN 2332 1-stop Boeing 737-700 (73W) 5:30 Valid until 2025-05-31
Sat 09:55 Midway, Chicago (MDW) 16:10 Fort Myers (RSW)
Southwest Airlines WN 4498 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2025-11-22 through 2025-11-29
Sat 09:55 Midway, Chicago (MDW) 16:10 Fort Myers (RSW)
Southwest Airlines WN 4498 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2025-12-20 through 2026-01-03
Sat 09:50 Midway, Chicago (MDW) 17:20 Fort Myers (RSW)
Southwest Airlines WN 3454 2-stop Boeing 737-700 (Scimitar Winglets) 6:30 Effective 2025-11-08 through 2025-11-15
Sat 09:50 Midway, Chicago (MDW) 17:20 Fort Myers (RSW)
Southwest Airlines WN 3454 2-stop Boeing 737-700 (Scimitar Winglets) 6:30 Effective 2025-12-06 through 2025-12-13
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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:

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-10-02 through 2025-10-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-05-10
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Non-Direct Flights:

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, 1-stop
Boeing 737-700 (73W)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:50, 1-stop
Boeing 737-700 (73W)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:30, 1-stop
Boeing 737-700 (73W)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:30, 2-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:30, 2-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.