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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 09:15 Fort Myers (RSW) 11:05 Midway, Chicago (MDW)
Southwest Airlines WN 3550 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-08-05 through 2025-10-01
Tue,Wed 06:30 Fort Myers (RSW) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-11-04 through 2025-11-12
Mon-Thu 06:30 Fort Myers (RSW) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-11-17 through 2025-11-20
Mon-Fri 06:30 Fort Myers (RSW) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-12-02 through 2025-12-11
Mon-Wed 06:30 Fort Myers (RSW) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-12-15 through 2025-12-17
Wed,Thu 06:30 Fort Myers (RSW) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-12-24 through 2026-01-01
Mon,Thu,Fri,Sun 11:40 Fort Myers (RSW) 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 11:40 Fort Myers (RSW) 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-11-21 through 2025-11-28
Fri,Sun 11:40 Fort Myers (RSW) 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-12-07 through 2025-12-14
Thu 11:40 Fort Myers (RSW) 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-12-18
Mon 11:40 Fort Myers (RSW) 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2026-01-05
Sun 11:50 Fort Myers (RSW) 13:50 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Operates only on 2025-11-30
Sat 12:25 Fort Myers (RSW) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2025-11-08 through 2025-11-15
Sat 12:25 Fort Myers (RSW) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 3681 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2025-12-06 through 2025-12-13
Sat 05:25 Fort Myers (RSW) 07:20 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-11-22 through 2025-11-29
Sat 05:25 Fort Myers (RSW) 07:20 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-20 through 2026-01-03
Sun 06:30 Fort Myers (RSW) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-11-30
Mon-Wed 06:40 Fort Myers (RSW) 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 06:40 Fort Myers (RSW) 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-19 through 2026-01-04
Mon,Thu,Fri,Sun 06:50 Fort Myers (RSW) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 06:50 Fort Myers (RSW) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-11-21 through 2025-11-28
Fri,Sun 06:50 Fort Myers (RSW) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-07 through 2025-12-14
Thu 06:50 Fort Myers (RSW) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2025-12-18
Mon 06:50 Fort Myers (RSW) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2026-01-05
Sat 07:50 Fort Myers (RSW) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-11-08 through 2025-11-15
Sat 07:50 Fort Myers (RSW) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-06 through 2025-12-13
Tue,Wed 17:35 Fort Myers (RSW) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-11-04 through 2025-11-12
Mon-Thu 17:35 Fort Myers (RSW) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-11-17 through 2025-11-20
Mon-Fri 17:35 Fort Myers (RSW) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-02 through 2025-12-11
Mon-Wed 17:35 Fort Myers (RSW) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-15 through 2025-12-17
Wed,Thu 17:35 Fort Myers (RSW) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-24 through 2026-01-01
Sun 06:35 Fort Myers (RSW) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3785 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 06:40 Fort Myers (RSW) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 3785 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-10-02 through 2025-10-31
Sat 07:10 Fort Myers (RSW) 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 3785 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-10-04 through 2025-11-01
Tue,Wed 16:20 Fort Myers (RSW) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 3785 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-10-07 through 2025-10-29
Sun 14:20 Fort Myers (RSW) 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 3864 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-10-05 through 2025-10-26
Sat 05:55 Fort Myers (RSW) 07:50 Midway, Chicago (MDW)
Southwest Airlines WN 3870 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Valid until 2025-05-31
Tue,Wed 07:15 Fort Myers (RSW) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 3870 Non-stop Boeing 737-700 (73W) 2:55 Valid until 2025-06-04
Tue,Wed 11:45 Fort Myers (RSW) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-11-04 through 2025-11-12
Mon-Thu 11:45 Fort Myers (RSW) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-11-17 through 2025-11-20
Mon-Fri 11:45 Fort Myers (RSW) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-12-02 through 2025-12-11
Mon-Wed 11:45 Fort Myers (RSW) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-12-15 through 2025-12-17
Wed,Thu 11:45 Fort Myers (RSW) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-12-24 through 2026-01-01
Sat 16:30 Fort Myers (RSW) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-11-08 through 2025-11-15
Sat 16:30 Fort Myers (RSW) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-12-06 through 2025-12-13
Sat 19:50 Fort Myers (RSW) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-22 through 2025-11-29
Sat 19:50 Fort Myers (RSW) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-20 through 2026-01-03
Sun 20:15 Fort Myers (RSW) 22:10 Midway, Chicago (MDW)
Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-11-30
Mon,Thu,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 2025-11-02 through 2025-11-16
Mon,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 2025-11-21 through 2025-11-28
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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 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

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 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, 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 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)
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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.