Southwest Airlines flights from Orlando (MCO) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 07:30 Orlando (MCO) 09:20 Midway, Chicago (MDW)
Southwest Airlines WN 137 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-02-20 through 2024-03-06
Mon,Thu,Fri 15:00 Orlando (MCO) 16:50 Midway, Chicago (MDW)
Southwest Airlines WN 137 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 15:00 Orlando (MCO) 16:50 Midway, Chicago (MDW)
Southwest Airlines WN 137 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-07-08 through 2024-08-02
Thu 15:10 Orlando (MCO) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 137 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2024-07-04
Tue,Wed 15:35 Orlando (MCO) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 137 Non-stop Boeing 737-800 (73H) 2:55 Effective 2024-06-04 through 2024-07-31
Mon,Sun 06:40 Orlando (MCO) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 198 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2024-01-01
Wed-Fri,Sun 06:40 Orlando (MCO) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 198 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-01-03 through 2024-01-07
Sat 13:25 Orlando (MCO) 15:15 Midway, Chicago (MDW)
Southwest Airlines WN 286 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-03-09 through 2024-04-06
Sat 18:20 Orlando (MCO) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 330 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2024-01-06
Sun 16:55 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 344 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-06-09 through 2024-08-04
Sat 17:55 Orlando (MCO) 19:55 Midway, Chicago (MDW)
Southwest Airlines WN 344 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2024-06-08 through 2024-08-03
Tue,Wed 07:30 Orlando (MCO) 09:20 Midway, Chicago (MDW)
Southwest Airlines WN 364 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-01-09 through 2024-02-14
Sun 15:55 Orlando (MCO) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 371 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-01-14 through 2024-03-03
Mon,Thu,Fri 09:50 Orlando (MCO) 11:45 Midway, Chicago (MDW)
Southwest Airlines WN 374 Non-stop Boeing 737-800 (738) 2:55 Effective 2024-03-07 through 2024-04-08
Sat 10:15 Orlando (MCO) 12:05 Midway, Chicago (MDW)
Southwest Airlines WN 374 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-03-09 through 2024-04-06
Sun 11:05 Orlando (MCO) 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 374 Non-stop Boeing 737-800 (73H) 2:55 Effective 2024-03-10 through 2024-04-07
Tue,Wed 11:10 Orlando (MCO) 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 374 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-03-12 through 2024-04-03
Sun 09:10 Orlando (MCO) 10:55 Midway, Chicago (MDW)
Southwest Airlines WN 429 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-09-01
Mon,Sun 12:55 Orlando (MCO) 14:45 Midway, Chicago (MDW)
Southwest Airlines WN 491 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2024-01-01
Wed-Fri,Sun 12:55 Orlando (MCO) 14:45 Midway, Chicago (MDW)
Southwest Airlines WN 491 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-01-03 through 2024-01-07
Mon,Thu,Fri 06:05 Orlando (MCO) 07:55 Midway, Chicago (MDW)
Southwest Airlines WN 496 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-08-05 through 2024-09-30
Tue-Fri 06:25 Orlando (MCO) 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 690 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2024-01-02
Sat 07:35 Orlando (MCO) 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 697 Non-stop Boeing 737-800 (73H) 3:00 Effective 2024-03-09 through 2024-04-06
Tue-Fri 07:35 Orlando (MCO) 09:25 Midway, Chicago (MDW)
Southwest Airlines WN 705 Non-stop Boeing 737-700 (73W) 2:50 Valid until 2024-01-02
Sun 20:05 Orlando (MCO) 21:55 Midway, Chicago (MDW)
Southwest Airlines WN 834 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2024-01-07
Mon,Sun 20:10 Orlando (MCO) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 834 Non-stop Boeing 737-700 (73W) 2:50 Valid until 2024-01-01
Wed-Fri 20:10 Orlando (MCO) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 834 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-01-03 through 2024-01-05
Sat 20:30 Orlando (MCO) 22:20 Midway, Chicago (MDW)
Southwest Airlines WN 834 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2024-01-06
Sat 16:25 Orlando (MCO) 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-03-09 through 2024-04-06
Sun 16:45 Orlando (MCO) 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 908 Non-stop Boeing 737-800 (73H) 2:55 Effective 2024-03-10 through 2024-04-07
Tue,Wed 17:25 Orlando (MCO) 19:15 Midway, Chicago (MDW)
Southwest Airlines WN 908 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-03-12 through 2024-04-03
Sat 18:10 Orlando (MCO) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 908 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-03-09 through 2024-04-06
Sat 17:20 Orlando (MCO) 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 915 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2024-01-06
Mon,Sun 09:10 Orlando (MCO) 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 942 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2024-01-01
Wed-Fri,Sun 09:10 Orlando (MCO) 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 942 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-01-03 through 2024-01-07
Sat 09:35 Orlando (MCO) 11:25 Midway, Chicago (MDW)
Southwest Airlines WN 942 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2024-01-06
Sun 12:55 Orlando (MCO) 14:40 Midway, Chicago (MDW)
Southwest Airlines WN 967 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-05-26
Sat 17:00 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 998 Non-stop Boeing 737-800 (73H) 2:55 Effective 2024-04-13 through 2024-06-01
Sat 07:25 Orlando (MCO) 09:20 Midway, Chicago (MDW)
Southwest Airlines WN 1062 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2024-01-06
Mon,Sun 07:45 Orlando (MCO) 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1062 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2024-01-01
Wed-Fri,Sun 07:45 Orlando (MCO) 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1062 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-01-03 through 2024-01-07
Tue,Wed 18:55 Orlando (MCO) 20:45 Midway, Chicago (MDW)
Southwest Airlines WN 1106 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-01-09 through 2024-02-14
Sun 12:00 Orlando (MCO) 13:50 Midway, Chicago (MDW)
Southwest Airlines WN 1125 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-06-09 through 2024-08-04
Sat 12:05 Orlando (MCO) 14:00 Midway, Chicago (MDW)
Southwest Airlines WN 1125 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-06-08 through 2024-08-03
Tue,Wed 12:25 Orlando (MCO) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 1125 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-06-04 through 2024-07-31
Mon,Thu,Fri 12:25 Orlando (MCO) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 1125 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 12:25 Orlando (MCO) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 1125 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-07-08 through 2024-08-02
Tue,Wed 14:30 Orlando (MCO) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 1153 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-01-09 through 2024-03-06
Sat 15:55 Orlando (MCO) 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 1153 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-01-13 through 2024-03-02
Sun 19:45 Orlando (MCO) 21:30 Midway, Chicago (MDW)
Southwest Airlines WN 1232 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2024-09-01
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Southwest Airlines flights from Orlando (MCO) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-02-20 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-09 through 2024-02-14
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (738)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Operates only on 2024-01-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-01-03 through 2024-01-05
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-01-09 through 2024-02-14
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)
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  • A domestic route departing from the Orlando airport (MCO) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 990 miles, or 1593 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 2:40 and 3:00.