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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 20:40 Orlando (MCO) 22:30 Midway, Chicago (MDW)
Southwest Airlines WN 1232 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-08-11 through 2024-08-25
Sun 20:40 Orlando (MCO) 22:30 Midway, Chicago (MDW)
Southwest Airlines WN 1232 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-09-08 through 2024-09-29
Sun 08:55 Orlando (MCO) 10:50 Midway, Chicago (MDW)
Southwest Airlines WN 1275 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-03-10 through 2024-04-07
Sat 20:40 Orlando (MCO) 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 1328 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-04-13 through 2024-06-01
Tue,Wed 21:20 Orlando (MCO) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 1328 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-04-09 through 2024-05-29
Sun 21:30 Orlando (MCO) 23:20 Midway, Chicago (MDW)
Southwest Airlines WN 1328 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-04-14 through 2024-05-19
Sun 21:30 Orlando (MCO) 23:20 Midway, Chicago (MDW)
Southwest Airlines WN 1328 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2024-06-02
Mon,Thu,Fri 21:45 Orlando (MCO) 23:30 Midway, Chicago (MDW)
Southwest Airlines WN 1328 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-04-11 through 2024-06-03
Sun 15:05 Orlando (MCO) 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 1341 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-06-09 through 2024-08-04
Sat 07:40 Orlando (MCO) 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1356 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-01-13 through 2024-03-02
Mon,Sun 15:35 Orlando (MCO) 17:25 Midway, Chicago (MDW)
Southwest Airlines WN 1362 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2024-01-01
Wed-Fri,Sun 15:35 Orlando (MCO) 17:25 Midway, Chicago (MDW)
Southwest Airlines WN 1362 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-01-03 through 2024-01-07
Tue-Fri 16:20 Orlando (MCO) 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 1362 Non-stop Boeing 737-800 (73H) 2:55 Valid until 2024-01-02
Sat 12:25 Orlando (MCO) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 1457 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-01-13 through 2024-03-02
Tue,Wed 15:10 Orlando (MCO) 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-08-06 through 2024-08-28
Tue,Wed,Sun 15:10 Orlando (MCO) 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-09-01 through 2024-09-04
Tue,Wed 15:10 Orlando (MCO) 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-09-10 through 2024-10-02
Mon,Thu,Fri 15:30 Orlando (MCO) 17:15 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-08-05 through 2024-09-30
Sun 15:55 Orlando (MCO) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-08-11 through 2024-08-25
Sun 15:55 Orlando (MCO) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-09-08 through 2024-09-29
Sat 16:30 Orlando (MCO) 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-08-10 through 2024-09-28
Mon,Thu,Fri 17:00 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1500 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-06-06 through 2024-07-01
Thu 17:00 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1500 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2024-07-04
Mon,Thu,Fri 17:00 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1500 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-07-08 through 2024-08-02
Tue,Wed 17:05 Orlando (MCO) 19:00 Midway, Chicago (MDW)
Southwest Airlines WN 1500 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-06-04 through 2024-07-31
Sat 19:05 Orlando (MCO) 21:05 Midway, Chicago (MDW)
Southwest Airlines WN 1500 Non-stop Boeing 737-800 (73H) 3:00 Effective 2024-06-08 through 2024-08-03
Mon,Thu,Fri 20:00 Orlando (MCO) 21:50 Midway, Chicago (MDW)
Southwest Airlines WN 1538 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-03-07 through 2024-04-08
Tue,Wed 20:40 Orlando (MCO) 22:35 Midway, Chicago (MDW)
Southwest Airlines WN 1538 Non-stop Boeing 737-800 (738) 2:55 Effective 2024-03-12 through 2024-04-03
Sat 21:40 Orlando (MCO) 23:35 Midway, Chicago (MDW)
Southwest Airlines WN 1538 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-03-09 through 2024-04-06
Fri 11:45 Orlando (MCO) 13:30 Midway, Chicago (MDW)
Southwest Airlines WN 1685 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-07-05
Sun 11:15 Orlando (MCO) 13:10 Midway, Chicago (MDW)
Southwest Airlines WN 1776 Non-stop Boeing 737-800 (73H) 2:55 Effective 2024-01-14 through 2024-03-03
Sat 10:55 Orlando (MCO) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 1838 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2024-01-06
Tue-Fri 13:15 Orlando (MCO) 15:05 Midway, Chicago (MDW)
Southwest Airlines WN 1864 Non-stop Boeing 737-700 (73W) 2:50 Valid until 2024-01-02
Tue,Wed 09:05 Orlando (MCO) 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 1918 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-01-09 through 2024-03-06
Sat 10:10 Orlando (MCO) 12:00 Midway, Chicago (MDW)
Southwest Airlines WN 1936 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-01-13 through 2024-03-02
Tue,Wed 12:45 Orlando (MCO) 14:35 Midway, Chicago (MDW)
Southwest Airlines WN 1964 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-03-12 through 2024-04-03
Sat 07:55 Orlando (MCO) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 1983 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-06-08 through 2024-08-03
Sun 08:10 Orlando (MCO) 10:00 Midway, Chicago (MDW)
Southwest Airlines WN 1983 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-06-09 through 2024-08-04
Mon,Thu,Fri 16:45 Orlando (MCO) 18:35 Midway, Chicago (MDW)
Southwest Airlines WN 2058 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-01-08 through 2024-03-04
Sat 11:50 Orlando (MCO) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 2133 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-03-09 through 2024-04-06
Sat 17:25 Orlando (MCO) 19:15 Midway, Chicago (MDW)
Southwest Airlines WN 2227 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-01-13 through 2024-03-02
Sun 17:50 Orlando (MCO) 19:40 Midway, Chicago (MDW)
Southwest Airlines WN 2227 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-01-14 through 2024-03-03
Tue,Wed 17:55 Orlando (MCO) 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 2227 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-01-09 through 2024-03-06
Tue,Wed 18:55 Orlando (MCO) 20:45 Midway, Chicago (MDW)
Southwest Airlines WN 2259 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-02-20 through 2024-03-06
Sat 15:10 Orlando (MCO) 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 2330 Non-stop Boeing 737-800 (738) 2:45 Operates only on 2024-01-06
Mon,Sun 18:15 Orlando (MCO) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 2330 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2024-01-01
Wed-Fri,Sun 18:15 Orlando (MCO) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 2330 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-01-03 through 2024-01-07
Tue-Fri 18:30 Orlando (MCO) 20:20 Midway, Chicago (MDW)
Southwest Airlines WN 2330 Non-stop Boeing 737-700 (73W) 2:50 Valid until 2024-01-02
Thu 10:05 Orlando (MCO) 11:55 Midway, Chicago (MDW)
Southwest Airlines WN 2380 Non-stop Boeing 737-800 (738) 2:50 Operates only on 2024-07-04
Mon,Thu,Fri 10:25 Orlando (MCO) 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 2380 Non-stop Boeing 737-800 (738) 2:45 Effective 2024-06-06 through 2024-07-01
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Southwest Airlines flights from Orlando (MCO) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, 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 737-700 (73W)

Effective 2024-01-13 through 2024-03-02
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 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)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-08-06 through 2024-08-28
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-09-01 through 2024-09-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-09-10 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

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

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

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

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-03-12 through 2024-04-03
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: 2:55, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-01-14 through 2024-03-03
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: 2:50, 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)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, 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 2024-06-08 through 2024-08-03
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 2024-01-08 through 2024-03-04
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)

Effective 2024-01-13 through 2024-03-02
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 737-800 (73H)

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 2024-02-20 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (738)

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)

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

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (738)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (738)
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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.