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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 06:40 Orlando (MCO) 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 858 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-11-23 through 2024-11-30
Sat 06:40 Orlando (MCO) 08:35 Midway, Chicago (MDW)
Southwest Airlines WN 858 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-12-21 through 2025-01-04
Mon-Wed 08:45 Orlando (MCO) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 858 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 08:45 Orlando (MCO) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 858 Non-stop Boeing 737-800 (73H) 2:50 Effective 2024-12-20 through 2025-01-02
Sun 08:45 Orlando (MCO) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 858 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-01-05
Mon,Thu,Fri 08:15 Orlando (MCO) 10:00 Midway, Chicago (MDW)
Southwest Airlines WN 894 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2024-09-30
Sun 06:35 Orlando (MCO) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2024-12-01
Mon-Wed 06:50 Orlando (MCO) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 06:50 Orlando (MCO) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-12-20 through 2025-01-02
Sun 06:50 Orlando (MCO) 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Operates only on 2025-01-05
Mon-Wed 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-11-04 through 2024-11-06
Tue,Wed 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-11-12 through 2024-11-20
Tue-Fri 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-11-29 through 2024-12-06
Mon-Thu 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-12-09 through 2024-12-18
Tue,Wed 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2024-12-24 through 2025-01-01
Mon-Fri 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-01-06 through 2025-01-15
Tue-Fri,Sun 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-01-19 through 2025-01-24
Mon-Fri 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-01-27 through 2025-02-05
Tue-Fri,Sun 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-02-09 through 2025-02-16
Mon,Wed,Fri,Sun 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-02-17 through 2025-02-23
Tue-Fri,Sun 07:10 Orlando (MCO) 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-02-25 through 2025-03-05
Thu,Fri,Sun 07:15 Orlando (MCO) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-12 through 2025-01-17
Mon,Sun 07:15 Orlando (MCO) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 07:15 Orlando (MCO) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-02 through 2025-02-07
Mon 07:15 Orlando (MCO) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-02-10
Mon,Tue,Thu 07:15 Orlando (MCO) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-18 through 2025-02-24
Mon 07:15 Orlando (MCO) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-03-03
Thu,Fri,Sun 07:55 Orlando (MCO) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 07:55 Orlando (MCO) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-11 through 2024-11-25
Fri,Sun 07:55 Orlando (MCO) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-08 through 2024-12-15
Thu 07:55 Orlando (MCO) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2024-12-19
Fri 07:55 Orlando (MCO) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-01-03
Sat 08:25 Orlando (MCO) 10:15 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-11-09 through 2024-11-16
Sat 08:25 Orlando (MCO) 10:15 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-12-07 through 2024-12-14
Thu 09:25 Orlando (MCO) 11:15 Midway, Chicago (MDW)
Southwest Airlines WN 898 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2024-11-28
Tue,Wed 12:20 Orlando (MCO) 14:00 Midway, Chicago (MDW)
Southwest Airlines WN 915 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2024-10-02
Sat 19:35 Orlando (MCO) 21:25 Midway, Chicago (MDW)
Southwest Airlines WN 979 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-11-23 through 2024-11-30
Sat 19:35 Orlando (MCO) 21:25 Midway, Chicago (MDW)
Southwest Airlines WN 979 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-12-21 through 2025-01-04
Mon,Thu,Fri,Sun 15:00 Orlando (MCO) 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 15:00 Orlando (MCO) 16:55 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-02-21 through 2025-03-02
Sat 15:35 Orlando (MCO) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-01-11 through 2025-02-08
Sat 15:50 Orlando (MCO) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-02-15 through 2025-03-01
Sat 16:50 Orlando (MCO) 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-09 through 2024-11-16
Sat 16:50 Orlando (MCO) 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-07 through 2024-12-14
Thu,Fri,Sun 16:55 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-01-12 through 2025-01-17
Mon,Sun 16:55 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 16:55 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-02-02 through 2025-02-07
Mon 16:55 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737-800 (73H) 3:00 Operates only on 2025-02-10
Mon,Tue,Thu 16:55 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-02-18 through 2025-02-24
Mon 16:55 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 995 Non-stop Boeing 737-800 (73H) 3:00 Operates only on 2025-03-03
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All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-06 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-09 through 2025-02-16
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-17 through 2025-02-23
Mon
Tue
-
Wed
Thu
-
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-25 through 2025-03-05
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

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 2024-11-03 through 2024-11-10
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2024-12-08 through 2024-12-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-12-19
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

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 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

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 MAX 8 (7M8)

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)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)
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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.