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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 11:35 Orlando (MCO) 13:30 Midway, Chicago (MDW)
Southwest Airlines WN 1006 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2024-12-01
Mon,Thu,Fri 07:05 Orlando (MCO) 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 1056 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2024-09-30
Sat 11:15 Orlando (MCO) 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 1106 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-10-05 through 2024-11-02
Sat 13:30 Orlando (MCO) 15:25 Midway, Chicago (MDW)
Southwest Airlines WN 1202 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-11 through 2025-02-08
Sat 14:20 Orlando (MCO) 16:15 Midway, Chicago (MDW)
Southwest Airlines WN 1202 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-15 through 2025-03-01
Sat 14:25 Orlando (MCO) 16:15 Midway, Chicago (MDW)
Southwest Airlines WN 1202 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-09 through 2024-11-16
Sat 14:25 Orlando (MCO) 16:15 Midway, Chicago (MDW)
Southwest Airlines WN 1202 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-07 through 2024-12-14
Sun 20:20 Orlando (MCO) 22:10 Midway, Chicago (MDW)
Southwest Airlines WN 1232 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2024-09-01
Sun 20:20 Orlando (MCO) 22:10 Midway, Chicago (MDW)
Southwest Airlines WN 1232 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-09-08 through 2024-09-29
Sat 17:50 Orlando (MCO) 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 1265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-15 through 2025-03-01
Sun 10:25 Orlando (MCO) 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 1301 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-10-06 through 2024-10-27
Sun 14:45 Orlando (MCO) 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 1306 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-10-06 through 2024-10-27
Sat 18:20 Orlando (MCO) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 1340 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-11-23 through 2024-11-30
Sat 18:20 Orlando (MCO) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 1340 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-12-21 through 2025-01-04
Sun 15:25 Orlando (MCO) 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-09-08 through 2024-09-29
Mon,Thu-Sat 15:40 Orlando (MCO) 17:25 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737-700 (73W) 2:45 Valid until 2024-09-13
Mon,Thu-Sat 15:40 Orlando (MCO) 17:25 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-09-16 through 2024-09-30
Sun 15:55 Orlando (MCO) 17:40 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2024-09-01
Sat 15:55 Orlando (MCO) 17:40 Midway, Chicago (MDW)
Southwest Airlines WN 1484 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-09-14
Mon-Wed 15:40 Orlando (MCO) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1523 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-04 through 2024-11-06
Tue,Wed 15:40 Orlando (MCO) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1523 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-12 through 2024-11-20
Tue-Fri 15:40 Orlando (MCO) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1523 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-29 through 2024-12-06
Mon-Thu 15:40 Orlando (MCO) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1523 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-09 through 2024-12-18
Tue,Wed 15:40 Orlando (MCO) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1523 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-24 through 2025-01-01
Mon 15:40 Orlando (MCO) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1523 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-01-06
Tue,Wed 13:30 Orlando (MCO) 15:15 Midway, Chicago (MDW)
Southwest Airlines WN 1582 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-10-08 through 2024-10-30
Sun 19:30 Orlando (MCO) 21:15 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-10-06 through 2024-10-27
Mon 19:35 Orlando (MCO) 21:20 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2024-10-21
Mon,Thu,Fri 19:50 Orlando (MCO) 21:35 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-10-03 through 2024-10-18
Mon,Thu,Fri 19:50 Orlando (MCO) 21:35 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-10-24 through 2024-10-28
Fri 19:50 Orlando (MCO) 21:35 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2024-11-01
Tue,Wed 20:00 Orlando (MCO) 21:45 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-10-08 through 2024-10-30
Thu 20:10 Orlando (MCO) 21:55 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-10-31
Sat 20:15 Orlando (MCO) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-10-05 through 2024-10-26
Sat 20:15 Orlando (MCO) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 1599 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-11-02
Mon,Thu,Fri 06:40 Orlando (MCO) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-10-04 through 2024-10-28
Fri 06:40 Orlando (MCO) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2024-11-01
Thu 06:50 Orlando (MCO) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2024-10-03
Tue,Wed 06:50 Orlando (MCO) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-10-08 through 2024-10-30
Sun 07:00 Orlando (MCO) 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-10-06 through 2024-10-27
Sat 07:05 Orlando (MCO) 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737-700 (73W) 2:55 Effective 2024-10-05 through 2024-11-02
Thu 07:50 Orlando (MCO) 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-10-31
Mon,Thu,Fri 18:15 Orlando (MCO) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 1756 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-10-03 through 2024-10-28
Fri 18:15 Orlando (MCO) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 1756 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2024-11-01
Mon-Wed 14:20 Orlando (MCO) 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 1844 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 14:20 Orlando (MCO) 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 1844 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-12-20 through 2025-01-02
Sun 14:20 Orlando (MCO) 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 1844 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2025-01-05
Sat 16:30 Orlando (MCO) 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 1844 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-11-23 through 2024-11-30
Sat 16:30 Orlando (MCO) 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 1844 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-12-21 through 2025-01-04
Tue,Wed 18:00 Orlando (MCO) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 1988 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-10-08 through 2024-10-30
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Southwest Airlines flights from Orlando (MCO) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

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 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-13
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-09-16 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 2:45, 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)

Operates only on 2024-09-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Operates only on 2024-10-21
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-10-03 through 2024-10-18
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-10-24 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-10-05 through 2024-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-10-04 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2024-10-03
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)
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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.