All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 12:30 Orlando (MCO) 14:25 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-02-15 through 2025-03-01
Mon-Wed 12:40 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-11-04 through 2024-11-06
Tue,Wed 12:40 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-11-12 through 2024-11-20
Tue-Fri 12:40 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-11-29 through 2024-12-06
Mon-Thu 12:40 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-12-09 through 2024-12-18
Tue,Wed 12:40 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-12-24 through 2025-01-01
Mon 12:40 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-01-06
Sat 12:45 Orlando (MCO) 14:35 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-09 through 2024-11-16
Sat 12:45 Orlando (MCO) 14:35 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-07 through 2024-12-14
Thu 12:55 Orlando (MCO) 14:45 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2024-11-28
Mon-Fri 13:05 Orlando (MCO) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 13:05 Orlando (MCO) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-19 through 2025-01-24
Mon-Fri 13:05 Orlando (MCO) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 13:05 Orlando (MCO) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-09 through 2025-02-12
Tue,Wed 13:05 Orlando (MCO) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-19 through 2025-03-05
Thu,Fri,Sun 13:45 Orlando (MCO) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-12 through 2025-01-17
Mon,Sun 13:45 Orlando (MCO) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 13:45 Orlando (MCO) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-02 through 2025-02-07
Mon 13:45 Orlando (MCO) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-02-10
Mon,Tue,Thu 13:45 Orlando (MCO) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-18 through 2025-02-24
Mon 13:45 Orlando (MCO) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 4265 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-03-03
Sun 18:15 Orlando (MCO) 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 4400 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-10-06 through 2024-10-27
Sat 18:20 Orlando (MCO) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 4400 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-10-05 through 2024-10-26
Sat 18:20 Orlando (MCO) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 4400 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2024-11-02
Sat 13:35 Orlando (MCO) 15:20 Midway, Chicago (MDW)
Southwest Airlines WN 4413 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-10-05 through 2024-11-02
Sat 13:15 Orlando (MCO) 15:05 Midway, Chicago (MDW)
Southwest Airlines WN 5113 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-23 through 2024-11-30
Sat 13:15 Orlando (MCO) 15:05 Midway, Chicago (MDW)
Southwest Airlines WN 5113 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-21 through 2025-01-04
Thu 12:35 Orlando (MCO) 14:20 Midway, Chicago (MDW)
Southwest Airlines WN 6452 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-10-31
Non-Direct Flights:
Sun 12:45 Orlando (MCO) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 393 1-stop Boeing 737-700 (73W) 4:35 Effective 2024-09-08 through 2024-09-29
Sat 17:45 Orlando (MCO) 21:55 Midway, Chicago (MDW)
Southwest Airlines WN 534 1-stop Boeing 737-700 (73W) 5:10 Effective 2024-11-23 through 2024-11-30
Sat 17:45 Orlando (MCO) 21:55 Midway, Chicago (MDW)
Southwest Airlines WN 534 1-stop Boeing 737-700 (73W) 5:10 Effective 2024-12-21 through 2025-01-04
Tue,Wed 08:45 Orlando (MCO) 12:30 Midway, Chicago (MDW)
Southwest Airlines WN 615 1-stop Boeing 737-700 (73W) 4:45 Valid until 2024-10-02
Mon,Thu,Fri 09:20 Orlando (MCO) 12:25 Midway, Chicago (MDW)
Southwest Airlines WN 775 1-stop Boeing 737-800 (73H) 4:05 Valid until 2024-09-30
Mon-Fri 15:35 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1385 1-stop Boeing 737-800 (73H) 4:15 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 15:35 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1385 1-stop Boeing 737-800 (73H) 4:15 Effective 2025-01-19 through 2025-01-24
Mon-Fri 15:35 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1385 1-stop Boeing 737-800 (73H) 4:15 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 15:35 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1385 1-stop Boeing 737-800 (73H) 4:15 Effective 2025-02-09 through 2025-02-12
Tue,Wed 15:35 Orlando (MCO) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1385 1-stop Boeing 737-800 (73H) 4:15 Effective 2025-02-19 through 2025-03-05
Mon-Wed 15:05 Orlando (MCO) 19:25 Midway, Chicago (MDW)
Southwest Airlines WN 1396 1-stop Boeing 737-700 (73W) 5:20 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 15:05 Orlando (MCO) 19:25 Midway, Chicago (MDW)
Southwest Airlines WN 1396 1-stop Boeing 737-700 (73W) 5:20 Effective 2024-12-20 through 2025-01-02
Sun 15:05 Orlando (MCO) 19:25 Midway, Chicago (MDW)
Southwest Airlines WN 1396 1-stop Boeing 737-700 (73W) 5:20 Operates only on 2025-01-05
Sat 13:55 Orlando (MCO) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-700 (73W) 5:15 Effective 2024-11-23 through 2024-11-30
Sat 13:55 Orlando (MCO) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-700 (73W) 5:15 Effective 2024-12-21 through 2025-01-04
Mon-Wed 15:30 Orlando (MCO) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-800 (73H) 5:20 Effective 2024-11-04 through 2024-11-06
Tue,Wed 15:30 Orlando (MCO) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-800 (73H) 5:20 Effective 2024-11-12 through 2024-11-20
Tue-Fri 15:30 Orlando (MCO) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-800 (73H) 5:20 Effective 2024-11-29 through 2024-12-06
Mon-Thu 15:30 Orlando (MCO) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-800 (73H) 5:20 Effective 2024-12-09 through 2024-12-18
Tue,Wed 15:30 Orlando (MCO) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-800 (73H) 5:20 Effective 2024-12-24 through 2025-01-01
Mon 15:30 Orlando (MCO) 19:50 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-800 (73H) 5:20 Operates only on 2025-01-06
Mon,Thu,Fri,Sun 17:15 Orlando (MCO) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 1462 1-stop Boeing 737-700 (73W) 5:25 Effective 2025-02-13 through 2025-02-17
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All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, 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 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2025-03-03
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: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-10-05 through 2024-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

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 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, 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)

Non-Direct Flights:

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:35, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:10, 1-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:10, 1-stop
Boeing 737-700 (73W)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:45, 1-stop
Boeing 737-700 (73W)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, 1-stop
Boeing 737-800 (73H)

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:20, 1-stop
Boeing 737-700 (73W)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:20, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:20, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 1-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 5:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 5:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:20, 1-stop
Boeing 737-800 (73H)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:20, 1-stop
Boeing 737-800 (73H)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:25, 1-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.