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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Fri,Sun 20:50 Fort Myers (RSW) 22:45 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-07 through 2025-12-14
Thu 20:50 Fort Myers (RSW) 22:45 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2025-12-18
Mon 20:50 Fort Myers (RSW) 22:45 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2026-01-05
Mon-Wed 21:10 Fort Myers (RSW) 23:05 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 21:10 Fort Myers (RSW) 23:05 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-12-19 through 2026-01-04
Tue,Wed 06:05 Fort Myers (RSW) 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 4339 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-10-07 through 2025-10-29
Sat 11:40 Fort Myers (RSW) 13:30 Midway, Chicago (MDW)
Southwest Airlines WN 4339 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 12:10 Fort Myers (RSW) 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 4339 Non-stop Boeing 737-700 (Scimitar Winglets) 2:55 Effective 2025-10-02 through 2025-10-31
Mon,Thu,Fri 10:10 Fort Myers (RSW) 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 4366 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 10:10 Fort Myers (RSW) 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 4366 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2025-07-07 through 2025-08-04
Sat 14:30 Fort Myers (RSW) 16:25 Midway, Chicago (MDW)
Southwest Airlines WN 4366 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-06-07 through 2025-08-02
Tue,Wed 18:45 Fort Myers (RSW) 20:40 Midway, Chicago (MDW)
Southwest Airlines WN 4366 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-06-10 through 2025-07-30
Sat 14:35 Fort Myers (RSW) 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 6341 Non-stop Boeing 737-700 (73W) 2:55 Operates only on 2025-05-10
Non-Direct Flights:
Mon,Thu,Fri,Sun 09:30 Fort Myers (RSW) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 4198 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 09:30 Fort Myers (RSW) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 4198 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-11-21 through 2025-11-28
Fri,Sun 09:30 Fort Myers (RSW) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 4198 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-12-07 through 2025-12-14
Thu 09:30 Fort Myers (RSW) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 4198 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2025-12-18
Mon 09:30 Fort Myers (RSW) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 4198 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2026-01-05
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All airlines flying from Fort Myers (RSW) to Midway, Chicago (MDW).
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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: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Operates only on 2025-05-10
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Non-Direct Flights:

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Fort Myers airport (RSW) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 1107 miles, or 1781 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . 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 2:50 and 3:05.