All airlines flying from Houston Hobby (HOU) to Midway, Chicago (MDW).

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 09:05 Houston Hobby (HOU) 11:30 Midway, Chicago (MDW)
Southwest Airlines WN 2962 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2025-06-01
Mon,Thu,Fri 18:25 Houston Hobby (HOU) 20:50 Midway, Chicago (MDW)
Southwest Airlines WN 3003 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-08-07 through 2025-09-29
Sun 18:50 Houston Hobby (HOU) 21:15 Midway, Chicago (MDW)
Southwest Airlines WN 3003 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-08-10 through 2025-08-24
Sun 18:50 Houston Hobby (HOU) 21:15 Midway, Chicago (MDW)
Southwest Airlines WN 3003 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-09-07 through 2025-09-28
Sun 20:20 Houston Hobby (HOU) 22:45 Midway, Chicago (MDW)
Southwest Airlines WN 3003 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2025-08-31
Tue,Wed 20:55 Houston Hobby (HOU) 23:20 Midway, Chicago (MDW)
Southwest Airlines WN 3003 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 06:15 Houston Hobby (HOU) 08:40 Midway, Chicago (MDW)
Southwest Airlines WN 3009 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-10-02 through 2025-10-31
Sun 06:45 Houston Hobby (HOU) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 3009 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-10-05 through 2025-10-26
Tue,Wed 11:10 Houston Hobby (HOU) 13:35 Midway, Chicago (MDW)
Southwest Airlines WN 3009 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-10-07 through 2025-10-29
Sun 09:20 Houston Hobby (HOU) 11:50 Midway, Chicago (MDW)
Southwest Airlines WN 3090 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-06-08 through 2025-08-03
Sat 20:30 Houston Hobby (HOU) 23:00 Midway, Chicago (MDW)
Southwest Airlines WN 3090 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-06-07 through 2025-08-02
Tue,Wed 20:40 Houston Hobby (HOU) 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 3090 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 05:20 Houston Hobby (HOU) 07:45 Midway, Chicago (MDW)
Southwest Airlines WN 3104 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 05:20 Houston Hobby (HOU) 07:45 Midway, Chicago (MDW)
Southwest Airlines WN 3104 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-07-07 through 2025-08-04
Sat 06:00 Houston Hobby (HOU) 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 3104 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-06-07 through 2025-08-02
Fri 06:40 Houston Hobby (HOU) 09:10 Midway, Chicago (MDW)
Southwest Airlines WN 3104 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2025-07-04
Tue,Wed 07:30 Houston Hobby (HOU) 10:00 Midway, Chicago (MDW)
Southwest Airlines WN 3104 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-06-10 through 2025-07-30
Tue,Wed 05:45 Houston Hobby (HOU) 08:10 Midway, Chicago (MDW)
Southwest Airlines WN 3105 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 07:15 Houston Hobby (HOU) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 3105 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 07:15 Houston Hobby (HOU) 09:45 Midway, Chicago (MDW)
Southwest Airlines WN 3105 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-07-07 through 2025-08-04
Fri 13:35 Houston Hobby (HOU) 16:05 Midway, Chicago (MDW)
Southwest Airlines WN 3107 Non-stop Boeing 737-800 (73H) 2:30 Operates only on 2025-07-04
Mon,Thu,Fri 14:35 Houston Hobby (HOU) 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 3107 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 14:35 Houston Hobby (HOU) 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 3107 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-07-07 through 2025-08-04
Tue,Wed 16:05 Houston Hobby (HOU) 18:35 Midway, Chicago (MDW)
Southwest Airlines WN 3107 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 22:40 Houston Hobby (HOU) 01:05 Midway, Chicago (MDW)
Southwest Airlines WN 3112 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-06-05 through 2025-07-03
The flight arrives 1 day after departure.
Mon,Thu,Fri 22:40 Houston Hobby (HOU) 01:05 Midway, Chicago (MDW)
Southwest Airlines WN 3112 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-07-07 through 2025-08-04
The flight arrives 1 day after departure.
Sun 17:10 Houston Hobby (HOU) 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 3141 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2025-08-31
Mon,Thu,Fri 20:20 Houston Hobby (HOU) 22:50 Midway, Chicago (MDW)
Southwest Airlines WN 3151 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 20:20 Houston Hobby (HOU) 22:50 Midway, Chicago (MDW)
Southwest Airlines WN 3151 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-07-07 through 2025-08-04
Sun 14:45 Houston Hobby (HOU) 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 3153 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2025-11-30
Sun 19:50 Houston Hobby (HOU) 22:15 Midway, Chicago (MDW)
Southwest Airlines WN 3383 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2025-11-30
Sat 09:45 Houston Hobby (HOU) 12:05 Midway, Chicago (MDW)
Southwest Airlines WN 3495 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 07:25 Houston Hobby (HOU) 09:50 Midway, Chicago (MDW)
Southwest Airlines WN 3525 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2025-06-02
Mon,Thu,Fri 10:05 Houston Hobby (HOU) 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 3995 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 10:05 Houston Hobby (HOU) 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 3995 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-07-07 through 2025-08-04
Sat 12:25 Houston Hobby (HOU) 14:55 Midway, Chicago (MDW)
Southwest Airlines WN 3995 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-06-07 through 2025-08-02
Tue,Wed 12:50 Houston Hobby (HOU) 15:15 Midway, Chicago (MDW)
Southwest Airlines WN 3995 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-06-10 through 2025-07-30
Sun 14:30 Houston Hobby (HOU) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 3995 Non-stop Boeing 737-700 (73W) 2:30 Effective 2025-06-08 through 2025-08-03
Mon,Thu,Fri 05:55 Houston Hobby (HOU) 08:20 Midway, Chicago (MDW)
Southwest Airlines WN 4214 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-08-07 through 2025-09-29
Sun 06:25 Houston Hobby (HOU) 08:50 Midway, Chicago (MDW)
Southwest Airlines WN 4214 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-08-10 through 2025-08-24
Sun 06:25 Houston Hobby (HOU) 08:50 Midway, Chicago (MDW)
Southwest Airlines WN 4214 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-09-07 through 2025-09-28
Tue,Wed 06:35 Houston Hobby (HOU) 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 4214 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-08-05 through 2025-10-01
Sat 06:35 Houston Hobby (HOU) 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 4214 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-08-09 through 2025-09-27
Sun 11:45 Houston Hobby (HOU) 14:10 Midway, Chicago (MDW)
Southwest Airlines WN 4214 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2025-08-31
Sat 20:05 Houston Hobby (HOU) 22:30 Midway, Chicago (MDW)
Southwest Airlines WN 4519 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2025-11-22 through 2025-11-29
Sat 20:05 Houston Hobby (HOU) 22:30 Midway, Chicago (MDW)
Southwest Airlines WN 4519 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2025-12-20 through 2026-01-03
Mon,Thu,Fri 16:30 Houston Hobby (HOU) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 4539 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-08-07 through 2025-09-29
Sun 11:35 Houston Hobby (HOU) 14:00 Midway, Chicago (MDW)
Southwest Airlines WN 4883 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2025-11-30
Sun 08:20 Houston Hobby (HOU) 10:50 Midway, Chicago (MDW)
Southwest Airlines WN 4885 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Operates only on 2025-11-30
Mon,Thu,Fri 12:55 Houston Hobby (HOU) 15:20 Midway, Chicago (MDW)
Southwest Airlines WN 6553 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2025-06-02
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All airlines flying from Houston Hobby (HOU) to Midway, Chicago (MDW).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, 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: 2:30, non-stop
Boeing 737-800 (73H)

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

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Operates only on 2025-07-04
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 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

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

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2025-06-05 through 2025-07-03
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 737-800 (73H)

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

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

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

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
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 737-800 (73H)

Effective 2025-06-07 through 2025-08-02
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: 2:25, 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 737-700 (73W)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

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

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Houston Hobby airport (HOU) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 937 miles, or 1509 km.
  • The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
  • For direct flights, the flight time varies between 2:20 and 2:35.