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

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Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Sat 12:45 Midway, Chicago (MDW) 18:25 Orlando (MCO)
Southwest Airlines WN 2981 1-stop Boeing 737-700 (73W) 4:40 Valid until 2025-05-31
Mon,Thu,Fri 13:20 Midway, Chicago (MDW) 19:05 Orlando (MCO)
Southwest Airlines WN 2981 1-stop Boeing 737-800 (73H) 4:45 Valid until 2025-06-02
Tue,Wed 14:25 Midway, Chicago (MDW) 19:15 Orlando (MCO)
Southwest Airlines WN 3027 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2025-11-04 through 2025-11-12
Mon-Thu 14:25 Midway, Chicago (MDW) 19:15 Orlando (MCO)
Southwest Airlines WN 3027 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2025-11-17 through 2025-11-20
Mon-Fri 14:25 Midway, Chicago (MDW) 19:15 Orlando (MCO)
Southwest Airlines WN 3027 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2025-12-02 through 2025-12-11
Mon-Wed 14:25 Midway, Chicago (MDW) 19:15 Orlando (MCO)
Southwest Airlines WN 3027 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2025-12-15 through 2025-12-17
Wed,Thu 14:25 Midway, Chicago (MDW) 19:15 Orlando (MCO)
Southwest Airlines WN 3027 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2025-12-24 through 2026-01-01
Sun 13:45 Midway, Chicago (MDW) 19:55 Orlando (MCO)
Southwest Airlines WN 3043 1-stop Boeing 737 MAX 8 (7M8) 5:10 Effective 2025-10-05 through 2025-10-26
Sun 13:25 Midway, Chicago (MDW) 19:35 Orlando (MCO)
Southwest Airlines WN 3349 1-stop Boeing 737-800 (73H) 5:10 Effective 2025-06-08 through 2025-08-03
Sat 09:55 Midway, Chicago (MDW) 14:55 Orlando (MCO)
Southwest Airlines WN 3364 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-10-04 through 2025-11-01
Sun 13:45 Midway, Chicago (MDW) 19:05 Orlando (MCO)
Southwest Airlines WN 3364 1-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2025-10-05 through 2025-10-26
Sun 13:25 Midway, Chicago (MDW) 20:10 Orlando (MCO)
Southwest Airlines WN 3481 1-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2025-06-08 through 2025-08-03
Sat 12:50 Midway, Chicago (MDW) 19:40 Orlando (MCO)
Southwest Airlines WN 3495 1-stop Boeing 737 MAX 8 (7M8) 5:50 Effective 2025-10-04 through 2025-11-01
Tue,Wed 13:40 Midway, Chicago (MDW) 18:40 Orlando (MCO)
Southwest Airlines WN 3536 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 14:05 Midway, Chicago (MDW) 20:00 Orlando (MCO)
Southwest Airlines WN 3583 1-stop Boeing 737 MAX 8 (7M8) 4:55 Effective 2025-08-07 through 2025-09-29
Mon-Wed 09:45 Midway, Chicago (MDW) 15:40 Orlando (MCO)
Southwest Airlines WN 3592 1-stop Boeing 737 MAX 8 (7M8) 4:55 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 09:45 Midway, Chicago (MDW) 15:40 Orlando (MCO)
Southwest Airlines WN 3592 1-stop Boeing 737 MAX 8 (7M8) 4:55 Effective 2025-12-19 through 2026-01-04
Mon,Thu,Fri,Sun 13:25 Midway, Chicago (MDW) 18:40 Orlando (MCO)
Southwest Airlines WN 3611 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 13:25 Midway, Chicago (MDW) 18:40 Orlando (MCO)
Southwest Airlines WN 3611 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-11-21 through 2025-11-28
Fri,Sun 13:25 Midway, Chicago (MDW) 18:40 Orlando (MCO)
Southwest Airlines WN 3611 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-12-07 through 2025-12-14
Thu 13:25 Midway, Chicago (MDW) 18:40 Orlando (MCO)
Southwest Airlines WN 3611 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2025-12-18
Mon 13:25 Midway, Chicago (MDW) 18:40 Orlando (MCO)
Southwest Airlines WN 3611 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2026-01-05
Mon,Thu,Fri 13:20 Midway, Chicago (MDW) 19:40 Orlando (MCO)
Southwest Airlines WN 3628 1-stop Boeing 737-700 (73W) 5:20 Effective 2025-08-07 through 2025-09-29
Sat 12:50 Midway, Chicago (MDW) 18:40 Orlando (MCO)
Southwest Airlines WN 3638 1-stop Boeing 737 MAX 8 (7M8) 4:50 Effective 2025-10-04 through 2025-11-01
Tue,Wed 09:50 Midway, Chicago (MDW) 16:05 Orlando (MCO)
Southwest Airlines WN 3654 1-stop Boeing 737-800 (73H) 5:15 Effective 2025-06-10 through 2025-07-30
Sun 14:05 Midway, Chicago (MDW) 20:05 Orlando (MCO)
Southwest Airlines WN 3657 1-stop Boeing 737-700 (Scimitar Winglets) 5:00 Operates only on 2025-11-30
Mon,Thu,Fri 13:30 Midway, Chicago (MDW) 18:45 Orlando (MCO)
Southwest Airlines WN 3685 1-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2025-10-02 through 2025-10-31
Sun 16:05 Midway, Chicago (MDW) 21:00 Orlando (MCO)
Southwest Airlines WN 3698 1-stop Boeing 737-700 (73W) 3:55 Effective 2025-06-08 through 2025-08-03
Sat 11:00 Midway, Chicago (MDW) 16:20 Orlando (MCO)
Southwest Airlines WN 3702 1-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2025-11-22 through 2025-11-29
Sat 11:00 Midway, Chicago (MDW) 16:20 Orlando (MCO)
Southwest Airlines WN 3702 1-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2025-12-20 through 2026-01-03
Tue,Wed 13:25 Midway, Chicago (MDW) 18:50 Orlando (MCO)
Southwest Airlines WN 3707 1-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-11-04 through 2025-11-12
Mon-Thu 13:25 Midway, Chicago (MDW) 18:50 Orlando (MCO)
Southwest Airlines WN 3707 1-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-11-17 through 2025-11-20
Mon-Fri 13:25 Midway, Chicago (MDW) 18:50 Orlando (MCO)
Southwest Airlines WN 3707 1-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-12-02 through 2025-12-11
Mon-Wed 13:25 Midway, Chicago (MDW) 18:50 Orlando (MCO)
Southwest Airlines WN 3707 1-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-12-15 through 2025-12-17
Wed,Thu 13:25 Midway, Chicago (MDW) 18:50 Orlando (MCO)
Southwest Airlines WN 3707 1-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-12-24 through 2026-01-01
Sun 13:30 Midway, Chicago (MDW) 20:20 Orlando (MCO)
Southwest Airlines WN 3722 1-stop Boeing 737-800 (73H) 5:50 Effective 2025-06-08 through 2025-08-03
Mon,Thu,Fri 09:20 Midway, Chicago (MDW) 15:30 Orlando (MCO)
Southwest Airlines WN 3733 1-stop Boeing 737-700 (73W) 5:10 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 09:20 Midway, Chicago (MDW) 15:30 Orlando (MCO)
Southwest Airlines WN 3733 1-stop Boeing 737-700 (73W) 5:10 Effective 2025-07-07 through 2025-08-04
Sat 09:10 Midway, Chicago (MDW) 14:50 Orlando (MCO)
Southwest Airlines WN 3765 1-stop Boeing 737-800 (73H) 4:40 Effective 2025-06-07 through 2025-08-02
Sun 13:35 Midway, Chicago (MDW) 19:05 Orlando (MCO)
Southwest Airlines WN 3765 1-stop Boeing 737-700 (73W) 4:30 Effective 2025-06-08 through 2025-08-03
Sun 11:30 Midway, Chicago (MDW) 17:40 Orlando (MCO)
Southwest Airlines WN 3777 1-stop Boeing 737 MAX 8 (7M8) 5:10 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 09:10 Midway, Chicago (MDW) 14:25 Orlando (MCO)
Southwest Airlines WN 3788 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 09:10 Midway, Chicago (MDW) 14:25 Orlando (MCO)
Southwest Airlines WN 3788 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-11-21 through 2025-11-28
Fri,Sun 09:10 Midway, Chicago (MDW) 14:25 Orlando (MCO)
Southwest Airlines WN 3788 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2025-12-07 through 2025-12-14
Thu 09:10 Midway, Chicago (MDW) 14:25 Orlando (MCO)
Southwest Airlines WN 3788 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2025-12-18
Mon 09:10 Midway, Chicago (MDW) 14:25 Orlando (MCO)
Southwest Airlines WN 3788 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2026-01-05
Sat 13:00 Midway, Chicago (MDW) 19:40 Orlando (MCO)
Southwest Airlines WN 3838 1-stop Boeing 737 MAX 8 (7M8) 5:40 Valid until 2025-05-31
Mon,Thu,Fri 14:15 Midway, Chicago (MDW) 20:05 Orlando (MCO)
Southwest Airlines WN 3839 1-stop Boeing 737 MAX 8 (7M8) 4:50 Effective 2025-10-02 through 2025-10-31
Mon,Thu,Fri 14:25 Midway, Chicago (MDW) 19:25 Orlando (MCO)
Southwest Airlines WN 3870 1-stop Boeing 737-800 (73H) 4:00 Effective 2025-10-02 through 2025-10-31
Sat,Sun 06:30 Midway, Chicago (MDW) 12:45 Orlando (MCO)
Southwest Airlines WN 3877 1-stop Boeing 737-800 (73H) 5:15 Effective 2025-06-07 through 2025-08-03
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All airlines flying from Midway, Chicago (MDW) to Orlando (MCO).
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Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:40, 1-stop
Boeing 737-700 (73W)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:45, 1-stop
Boeing 737-800 (73H)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:45, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:50, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:55, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:55, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:55, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:20, 1-stop
Boeing 737-700 (73W)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:50, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:15, 1-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, 1-stop
Boeing 737-700 (73W)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:20, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:20, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:50, 1-stop
Boeing 737-800 (73H)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:10, 1-stop
Boeing 737-700 (73W)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:10, 1-stop
Boeing 737-700 (73W)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:40, 1-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:30, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:40, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:50, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-800 (73H)

Effective 2025-06-07 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
Duration: 5:15, 1-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Orlando airport (MCO).
  • The flight distance is 990 miles, or 1593 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 2:30 and 2:51.