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

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FLIGHT SCHEDULE
Direct Flights:
Sun 05:25 Midway, Chicago (MDW) 09:00 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 05:50 Midway, Chicago (MDW) 09:25 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 05:50 Midway, Chicago (MDW) 09:25 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-21 through 2025-11-28
Fri,Sun 05:50 Midway, Chicago (MDW) 09:25 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-07 through 2025-12-14
Thu 05:50 Midway, Chicago (MDW) 09:25 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-12-18
Mon 05:50 Midway, Chicago (MDW) 09:25 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-01-05
Sat 15:05 Midway, Chicago (MDW) 18:55 Orlando (MCO)
Southwest Airlines WN 4551 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-06-07 through 2025-08-02
Sat 20:50 Midway, Chicago (MDW) 00:25 Orlando (MCO)
Southwest Airlines WN 4658 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-22 through 2025-11-29
The flight arrives 1 day after departure.
Sat 20:50 Midway, Chicago (MDW) 00:25 Orlando (MCO)
Southwest Airlines WN 4658 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-20 through 2026-01-03
The flight arrives 1 day after departure.
Sat 15:20 Midway, Chicago (MDW) 18:55 Orlando (MCO)
Southwest Airlines WN 4678 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-11-22 through 2025-11-29
Sat 15:20 Midway, Chicago (MDW) 18:55 Orlando (MCO)
Southwest Airlines WN 4678 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-20 through 2026-01-03
Sun 19:50 Midway, Chicago (MDW) 23:20 Orlando (MCO)
Southwest Airlines WN 4710 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-05 through 2025-10-26
Tue,Wed 13:00 Midway, Chicago (MDW) 16:40 Orlando (MCO)
Southwest Airlines WN 4752 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 17:15 Midway, Chicago (MDW) 21:00 Orlando (MCO)
Southwest Airlines WN 4752 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 17:15 Midway, Chicago (MDW) 21:00 Orlando (MCO)
Southwest Airlines WN 4752 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-07-07 through 2025-08-04
Fri 17:30 Midway, Chicago (MDW) 21:15 Orlando (MCO)
Southwest Airlines WN 4752 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-07-04
Sat 17:45 Midway, Chicago (MDW) 21:30 Orlando (MCO)
Southwest Airlines WN 4752 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-06-07 through 2025-08-02
Sun 21:20 Midway, Chicago (MDW) 01:00 Orlando (MCO)
Southwest Airlines WN 4752 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-06-08 through 2025-08-03
The flight arrives 1 day after departure.
Mon,Thu,Fri 05:00 Midway, Chicago (MDW) 08:30 Orlando (MCO)
Southwest Airlines WN 4831 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-06-05 through 2025-07-03
Tue,Wed 05:00 Midway, Chicago (MDW) 08:30 Orlando (MCO)
Southwest Airlines WN 4831 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 05:00 Midway, Chicago (MDW) 08:30 Orlando (MCO)
Southwest Airlines WN 4831 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-07-07 through 2025-08-04
Sun 05:05 Midway, Chicago (MDW) 08:35 Orlando (MCO)
Southwest Airlines WN 4831 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-06-08 through 2025-08-03
Sat 05:25 Midway, Chicago (MDW) 09:00 Orlando (MCO)
Southwest Airlines WN 4831 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-06-07 through 2025-08-02
Fri 06:30 Midway, Chicago (MDW) 10:05 Orlando (MCO)
Southwest Airlines WN 4831 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-07-04
Sat 09:15 Midway, Chicago (MDW) 12:50 Orlando (MCO)
Southwest Airlines WN 4841 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-22 through 2025-11-29
Sat 09:15 Midway, Chicago (MDW) 12:50 Orlando (MCO)
Southwest Airlines WN 4841 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-20 through 2026-01-03
Mon-Wed 09:30 Midway, Chicago (MDW) 13:10 Orlando (MCO)
Southwest Airlines WN 4841 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 09:30 Midway, Chicago (MDW) 13:10 Orlando (MCO)
Southwest Airlines WN 4841 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-12-19 through 2026-01-04
Mon 11:00 Midway, Chicago (MDW) 14:35 Orlando (MCO)
Southwest Airlines WN 6320 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2025-05-12
Thu,Fri 11:00 Midway, Chicago (MDW) 14:35 Orlando (MCO)
Southwest Airlines WN 6342 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-05-08 through 2025-05-09
Thu 15:05 Midway, Chicago (MDW) 18:55 Orlando (MCO)
Southwest Airlines WN 6433 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2025-06-05
Sun 11:00 Midway, Chicago (MDW) 14:35 Orlando (MCO)
Southwest Airlines WN 6550 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-05-04 through 2025-05-18
Sun 11:00 Midway, Chicago (MDW) 14:35 Orlando (MCO)
Southwest Airlines WN 6550 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-06-01
Sat 10:00 Midway, Chicago (MDW) 13:40 Orlando (MCO)
Southwest Airlines WN 6555 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-05-03 through 2025-05-31
Non-Direct Flights:
Tue,Wed 08:30 Midway, Chicago (MDW) 13:55 Orlando (MCO)
Southwest Airlines WN 236 1-stop Boeing 737-800 (73H) 4:25 Valid until 2025-06-04
Sun 09:10 Midway, Chicago (MDW) 14:30 Orlando (MCO)
Southwest Airlines WN 247 1-stop Boeing 737-700 (73W) 4:20 Effective 2025-06-08 through 2025-08-03
Sun 10:10 Midway, Chicago (MDW) 15:55 Orlando (MCO)
Southwest Airlines WN 257 1-stop Boeing 737-700 (73W) 4:45 Effective 2025-06-08 through 2025-08-03
Tue,Wed 13:00 Midway, Chicago (MDW) 20:00 Orlando (MCO)
Southwest Airlines WN 258 1-stop Boeing 737 MAX 8 (7M8) 6:00 Valid until 2025-06-04
Mon,Thu,Fri,Sun 13:25 Midway, Chicago (MDW) 20:00 Orlando (MCO)
Southwest Airlines WN 267 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 13:25 Midway, Chicago (MDW) 20:00 Orlando (MCO)
Southwest Airlines WN 267 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-11-21 through 2025-11-28
Fri,Sun 13:25 Midway, Chicago (MDW) 20:00 Orlando (MCO)
Southwest Airlines WN 267 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-12-07 through 2025-12-14
Thu 13:25 Midway, Chicago (MDW) 20:00 Orlando (MCO)
Southwest Airlines WN 267 1-stop Boeing 737 MAX 8 (7M8) 5:35 Operates only on 2025-12-18
Mon 13:25 Midway, Chicago (MDW) 20:00 Orlando (MCO)
Southwest Airlines WN 267 1-stop Boeing 737 MAX 8 (7M8) 5:35 Operates only on 2026-01-05
Mon,Thu,Fri,Sun 09:55 Midway, Chicago (MDW) 14:55 Orlando (MCO)
Southwest Airlines WN 419 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 09:55 Midway, Chicago (MDW) 14:55 Orlando (MCO)
Southwest Airlines WN 419 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-11-21 through 2025-11-28
Fri,Sun 09:55 Midway, Chicago (MDW) 14:55 Orlando (MCO)
Southwest Airlines WN 419 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-12-07 through 2025-12-14
Thu 09:55 Midway, Chicago (MDW) 14:55 Orlando (MCO)
Southwest Airlines WN 419 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Operates only on 2025-12-18
Mon 09:55 Midway, Chicago (MDW) 14:55 Orlando (MCO)
Southwest Airlines WN 419 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Operates only on 2026-01-05
Sun 13:00 Midway, Chicago (MDW) 19:10 Orlando (MCO)
Southwest Airlines WN 436 1-stop Boeing 737-700 (73W) 5:10 Operates only on 2025-05-25
Sun 14:55 Midway, Chicago (MDW) 21:10 Orlando (MCO)
Southwest Airlines WN 436 1-stop Boeing 737 MAX 8 (7M8) 5:15 Valid until 2025-05-18
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All airlines flying from Midway, Chicago (MDW) to Orlando (MCO).
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Select flight date:  Show Calendar
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-05-12
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2025-05-08 through 2025-05-09
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Operates only on 2025-06-05
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2025-05-04 through 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-05-03 through 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, 1-stop
Boeing 737-700 (73W)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:45, 1-stop
Boeing 737-700 (73W)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:00, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:35, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737-700 (73W)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:15, 1-stop
Boeing 737 MAX 8 (7M8)
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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 (plus 1h DST), and the timezone of the arrival airport is UTC-5 (plus 1h DST). Current time at the point of departure is 4:59pm, and 5:59pm at the point of arrival. There is a 1 hour time difference between the airports.
  • For direct flights, the flight time varies between 2:30 and 2:51.