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

Ad box here 7322741189 I FlightInfo Top Box
Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 09:15 Orlando (MCO) 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 3255 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-06-07 through 2025-06-28
Sat 09:15 Orlando (MCO) 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 3255 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-07-05 through 2025-08-02
Mon,Thu,Fri 09:20 Orlando (MCO) 11:05 Midway, Chicago (MDW)
Southwest Airlines WN 3255 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 09:20 Orlando (MCO) 11:05 Midway, Chicago (MDW)
Southwest Airlines WN 3255 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-07-07 through 2025-08-04
Fri 10:15 Orlando (MCO) 12:00 Midway, Chicago (MDW)
Southwest Airlines WN 3255 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-07-04
Tue,Wed 16:15 Orlando (MCO) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 3255 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-06-10 through 2025-07-30
Sun 22:10 Orlando (MCO) 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 3277 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-08-10 through 2025-08-24
Sun 22:10 Orlando (MCO) 23:55 Midway, Chicago (MDW)
Southwest Airlines WN 3277 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-09-07 through 2025-09-28
Sat 21:40 Orlando (MCO) 23:25 Midway, Chicago (MDW)
Southwest Airlines WN 3328 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-11-22 through 2025-11-29
Sat 21:40 Orlando (MCO) 23:25 Midway, Chicago (MDW)
Southwest Airlines WN 3328 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-12-20 through 2026-01-03
Mon-Wed 22:40 Orlando (MCO) 00:25 Midway, Chicago (MDW)
Southwest Airlines WN 3328 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-11-25 through 2025-12-01
The flight arrives 1 day after departure.
Mon,Tue,Fri,Sun 22:40 Orlando (MCO) 00:25 Midway, Chicago (MDW)
Southwest Airlines WN 3328 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-12-19 through 2026-01-04
The flight arrives 1 day after departure.
Mon,Thu,Fri 10:10 Orlando (MCO) 11:55 Midway, Chicago (MDW)
Southwest Airlines WN 3346 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-02 through 2025-10-30
Mon,Thu,Fri 06:35 Orlando (MCO) 08:20 Midway, Chicago (MDW)
Southwest Airlines WN 3370 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-02 through 2025-10-31
Tue,Wed 07:20 Orlando (MCO) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 3370 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-10-07 through 2025-10-29
Tue,Wed 07:05 Orlando (MCO) 08:50 Midway, Chicago (MDW)
Southwest Airlines WN 3591 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-08-05 through 2025-10-01
Sat 10:10 Orlando (MCO) 11:55 Midway, Chicago (MDW)
Southwest Airlines WN 3591 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-08-09 through 2025-09-27
Mon,Thu,Fri 10:30 Orlando (MCO) 12:15 Midway, Chicago (MDW)
Southwest Airlines WN 3591 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-08-07 through 2025-09-29
Tue,Wed 16:35 Orlando (MCO) 18:25 Midway, Chicago (MDW)
Southwest Airlines WN 3595 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 17:40 Orlando (MCO) 19:25 Midway, Chicago (MDW)
Southwest Airlines WN 3595 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-08-07 through 2025-09-29
Mon-Wed 12:40 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 3602 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 12:40 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 3602 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-19 through 2026-01-04
Tue,Wed 14:00 Orlando (MCO) 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 3643 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-06-10 through 2025-07-30
Sat 10:00 Orlando (MCO) 11:50 Midway, Chicago (MDW)
Southwest Airlines WN 3673 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-05-31
Tue,Wed 10:35 Orlando (MCO) 12:25 Midway, Chicago (MDW)
Southwest Airlines WN 3673 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-06-04
Sun 08:40 Orlando (MCO) 10:30 Midway, Chicago (MDW)
Southwest Airlines WN 3701 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-11-30
Mon,Thu,Fri 08:20 Orlando (MCO) 10:05 Midway, Chicago (MDW)
Southwest Airlines WN 3713 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-10-02 through 2025-10-31
Sat 09:20 Orlando (MCO) 11:05 Midway, Chicago (MDW)
Southwest Airlines WN 3713 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-10-04 through 2025-11-01
Tue,Wed 16:35 Orlando (MCO) 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 3713 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-07 through 2025-10-29
Sun 14:00 Orlando (MCO) 15:45 Midway, Chicago (MDW)
Southwest Airlines WN 3714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 15:00 Orlando (MCO) 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 3714 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-10-02 through 2025-10-31
Sat 15:40 Orlando (MCO) 17:25 Midway, Chicago (MDW)
Southwest Airlines WN 3714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 17:30 Orlando (MCO) 19:20 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-10-02 through 2025-10-31
Tue,Wed 17:50 Orlando (MCO) 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-07 through 2025-10-29
Sat 18:10 Orlando (MCO) 19:55 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-10-04 through 2025-11-01
Sun 18:55 Orlando (MCO) 20:40 Midway, Chicago (MDW)
Southwest Airlines WN 3715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-05 through 2025-10-26
Sun 06:25 Orlando (MCO) 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 3716 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-06-08 through 2025-08-03
Mon,Thu,Fri 06:30 Orlando (MCO) 08:20 Midway, Chicago (MDW)
Southwest Airlines WN 3716 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 06:30 Orlando (MCO) 08:20 Midway, Chicago (MDW)
Southwest Airlines WN 3716 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-07-07 through 2025-08-04
Sat 06:40 Orlando (MCO) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3716 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-06-07 through 2025-08-02
Fri 06:40 Orlando (MCO) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3716 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2025-07-04
Tue,Wed 07:45 Orlando (MCO) 09:30 Midway, Chicago (MDW)
Southwest Airlines WN 3716 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 16:45 Orlando (MCO) 18:35 Midway, Chicago (MDW)
Southwest Airlines WN 3719 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2025-06-02
Tue,Wed 06:20 Orlando (MCO) 08:10 Midway, Chicago (MDW)
Southwest Airlines WN 3724 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-06-10 through 2025-07-30
Sat 17:00 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 3724 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-06-07 through 2025-08-02
Mon,Thu,Fri 17:45 Orlando (MCO) 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 3724 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 17:45 Orlando (MCO) 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 3724 Non-stop Boeing 737-800 (73H) 3:00 Effective 2025-07-07 through 2025-08-04
Sun 18:20 Orlando (MCO) 20:15 Midway, Chicago (MDW)
Southwest Airlines WN 3724 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-06-08 through 2025-08-03
Fri 18:40 Orlando (MCO) 20:45 Midway, Chicago (MDW)
Southwest Airlines WN 3724 Non-stop Boeing 737-800 (73H) 3:05 Operates only on 2025-07-04
Sat 20:10 Orlando (MCO) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 3726 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-06-07 through 2025-08-02
Ad flat here 8924483383 I FlightInfo Lower
Parallax here MCO-MDW
prev   1 2 3 4 5 6 7 8 9   next


All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
Ad mobi flat here (320x100px) 9629219771 M FlightInfo Top Flat
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-06-07 through 2025-06-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-07-05 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, 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 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2025-10-02 through 2025-10-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-10-05 through 2025-10-26
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: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

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)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 3:05, 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)
Ad mobi box here (300x250px) 6815354179 M FlightInfo Bottom Box
Parallax here MCO-MDW
prev        Page 5 / 9        next
  • 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 3:05.