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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 10:00 Fort Myers (RSW) 11:50 Midway, Chicago (MDW)
Southwest Airlines WN 324 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-10-07 through 2025-10-29
Sat 16:05 Fort Myers (RSW) 17:55 Midway, Chicago (MDW)
Southwest Airlines WN 324 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-10-04 through 2025-11-01
Sun 18:45 Fort Myers (RSW) 20:35 Midway, Chicago (MDW)
Southwest Airlines WN 324 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 21:15 Fort Myers (RSW) 23:05 Midway, Chicago (MDW)
Southwest Airlines WN 324 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-10-02 through 2025-10-31
Sun 08:05 Fort Myers (RSW) 10:00 Midway, Chicago (MDW)
Southwest Airlines WN 366 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2025-05-25
Sat 12:25 Fort Myers (RSW) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 1228 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Effective 2025-11-22 through 2025-11-29
Sat 12:25 Fort Myers (RSW) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 1228 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Effective 2025-12-20 through 2026-01-03
Sun 06:00 Fort Myers (RSW) 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 1296 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-06-08 through 2025-08-03
Sat 06:10 Fort Myers (RSW) 08:05 Midway, Chicago (MDW)
Southwest Airlines WN 1296 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 06:30 Fort Myers (RSW) 08:20 Midway, Chicago (MDW)
Southwest Airlines WN 1296 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-06-05 through 2025-07-03
Tue,Wed 06:30 Fort Myers (RSW) 08:20 Midway, Chicago (MDW)
Southwest Airlines WN 1296 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 06:30 Fort Myers (RSW) 08:20 Midway, Chicago (MDW)
Southwest Airlines WN 1296 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-07-07 through 2025-08-04
Fri 07:10 Fort Myers (RSW) 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 1296 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2025-07-04
Sat 11:45 Fort Myers (RSW) 13:40 Midway, Chicago (MDW)
Southwest Airlines WN 1622 Non-stop Boeing 737-700 (73W) 2:55 Valid until 2025-05-31
Sun 14:15 Fort Myers (RSW) 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 1622 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Valid until 2025-05-18
Sun 14:15 Fort Myers (RSW) 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 1622 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2025-06-01
Tue,Wed 17:40 Fort Myers (RSW) 19:40 Midway, Chicago (MDW)
Southwest Airlines WN 1622 Non-stop Boeing 737-800 (73H) 3:00 Valid until 2025-06-04
Mon,Thu,Fri 05:10 Fort Myers (RSW) 07:10 Midway, Chicago (MDW)
Southwest Airlines WN 1644 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Valid until 2025-06-02
Sun 06:40 Fort Myers (RSW) 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 1795 Non-stop Boeing 737-700 (73W) 2:55 Valid until 2025-05-18
Sun 06:40 Fort Myers (RSW) 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 1795 Non-stop Boeing 737-700 (73W) 2:55 Operates only on 2025-06-01
Mon,Thu,Fri 10:10 Fort Myers (RSW) 12:05 Midway, Chicago (MDW)
Southwest Airlines WN 1795 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Valid until 2025-06-02
Mon-Wed 15:15 Fort Myers (RSW) 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 1838 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 15:15 Fort Myers (RSW) 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 1838 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-12-19 through 2026-01-04
Mon,Thu,Fri 06:50 Fort Myers (RSW) 08:40 Midway, Chicago (MDW)
Southwest Airlines WN 1937 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-08-07 through 2025-09-29
Sun 07:00 Fort Myers (RSW) 08:50 Midway, Chicago (MDW)
Southwest Airlines WN 1937 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-08-10 through 2025-08-24
Sun 07:00 Fort Myers (RSW) 08:50 Midway, Chicago (MDW)
Southwest Airlines WN 1937 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-09-07 through 2025-09-28
Sun 08:05 Fort Myers (RSW) 09:55 Midway, Chicago (MDW)
Southwest Airlines WN 1937 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-08-31
Mon,Thu,Fri 17:35 Fort Myers (RSW) 19:25 Midway, Chicago (MDW)
Southwest Airlines WN 1956 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-08-07 through 2025-09-29
Thu 11:05 Fort Myers (RSW) 13:05 Midway, Chicago (MDW)
Southwest Airlines WN 2231 Non-stop Boeing 737-800 (73H) 3:00 Operates only on 2025-11-27
Thu 08:00 Fort Myers (RSW) 10:00 Midway, Chicago (MDW)
Southwest Airlines WN 2266 Non-stop Boeing 737-800 (73H) 3:00 Operates only on 2025-11-27
Tue,Wed 11:40 Fort Myers (RSW) 13:40 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2025-06-10 through 2025-07-30
Fri 16:20 Fort Myers (RSW) 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2025-07-04
Sat 18:50 Fort Myers (RSW) 20:45 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 19:10 Fort Myers (RSW) 21:05 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 19:10 Fort Myers (RSW) 21:05 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-07-07 through 2025-08-04
Sun 19:40 Fort Myers (RSW) 21:35 Midway, Chicago (MDW)
Southwest Airlines WN 2544 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-06-08 through 2025-08-03
Sun 14:10 Fort Myers (RSW) 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 2808 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-08-31
Tue,Wed 15:55 Fort Myers (RSW) 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 2808 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-08-05 through 2025-10-01
Sat 16:25 Fort Myers (RSW) 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 2808 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-08-09 through 2025-09-27
Sun 19:35 Fort Myers (RSW) 21:25 Midway, Chicago (MDW)
Southwest Airlines WN 2808 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-08-10 through 2025-08-24
Sun 19:35 Fort Myers (RSW) 21:25 Midway, Chicago (MDW)
Southwest Airlines WN 2808 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-09-07 through 2025-09-28
Sun 16:10 Fort Myers (RSW) 18:05 Midway, Chicago (MDW)
Southwest Airlines WN 3308 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2025-11-30
Tue,Wed 13:25 Fort Myers (RSW) 15:20 Midway, Chicago (MDW)
Southwest Airlines WN 3449 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Valid until 2025-06-04
Sat 17:45 Fort Myers (RSW) 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 3449 Non-stop Boeing 737-700 (73W) 3:00 Valid until 2025-05-17
Sat 17:50 Fort Myers (RSW) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 3449 Non-stop Boeing 737-700 (73W) 3:00 Effective 2025-05-24 through 2025-05-31
Sun 18:00 Fort Myers (RSW) 20:00 Midway, Chicago (MDW)
Southwest Airlines WN 3449 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Operates only on 2025-05-25
Mon,Thu,Fri 18:30 Fort Myers (RSW) 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 3449 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Valid until 2025-06-02
Sun 20:05 Fort Myers (RSW) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 3449 Non-stop Boeing 737-800 (73H) 2:55 Valid until 2025-05-18
Sun 20:05 Fort Myers (RSW) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 3449 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-06-01
Mon,Thu,Fri 13:20 Fort Myers (RSW) 15:15 Midway, Chicago (MDW)
Southwest Airlines WN 3529 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-08-07 through 2025-09-29
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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 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

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 2025-10-05 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 737-700 (Scimitar Winglets)

Operates only on 2025-05-25
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: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, 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 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-06-01
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: 3:00, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Valid until 2025-06-02
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 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:55, 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 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Operates only on 2025-11-30
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 MAX 8 (7M8)

Valid until 2025-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:00, non-stop
Boeing 737-700 (73W)

Effective 2025-05-24 through 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:00, non-stop
Boeing 737-700 (73W)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)
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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.