Southwest Airlines flights from Houston Hobby (HOU) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon-Fri 06:55 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 2332 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 06:55 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 2332 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-02-09 through 2025-02-12
Tue,Wed 06:55 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 2332 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-02-19 through 2025-03-05
Sat 08:00 Houston Hobby (HOU) 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 2332 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-01-11 through 2025-02-08
Sat 14:00 Houston Hobby (HOU) 16:25 Midway, Chicago (MDW)
Southwest Airlines WN 2427 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2024-09-28
Mon,Thu,Fri 15:25 Houston Hobby (HOU) 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 2427 Non-stop Boeing 737-800 (73H) 2:25 Valid until 2024-09-30
Tue,Wed 16:50 Houston Hobby (HOU) 19:20 Midway, Chicago (MDW)
Southwest Airlines WN 2427 Non-stop Boeing 737-700 (73W) 2:30 Valid until 2024-10-02
Sat 16:30 Houston Hobby (HOU) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 2484 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-02-15 through 2025-03-01
Sat 20:10 Houston Hobby (HOU) 22:45 Midway, Chicago (MDW)
Southwest Airlines WN 2563 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2024-09-28
Sun 21:00 Houston Hobby (HOU) 23:30 Midway, Chicago (MDW)
Southwest Airlines WN 2563 Non-stop Boeing 737-800 (73H) 2:30 Effective 2024-09-08 through 2024-09-29
Thu,Fri,Sun 07:45 Houston Hobby (HOU) 10:10 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 07:45 Houston Hobby (HOU) 10:10 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-11-11 through 2024-11-25
Fri,Sun 07:45 Houston Hobby (HOU) 10:10 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-12-08 through 2024-12-15
Thu 07:45 Houston Hobby (HOU) 10:10 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2024-12-19
Fri 07:45 Houston Hobby (HOU) 10:10 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2025-01-03
Sat 10:20 Houston Hobby (HOU) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-11-09 through 2024-11-16
Sat 10:20 Houston Hobby (HOU) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-12-07 through 2024-12-14
Mon-Fri 11:20 Houston Hobby (HOU) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 11:20 Houston Hobby (HOU) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-01-19 through 2025-01-24
Mon-Fri 11:20 Houston Hobby (HOU) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 11:20 Houston Hobby (HOU) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-02-09 through 2025-02-12
Tue,Wed 11:20 Houston Hobby (HOU) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-02-19 through 2025-03-05
Sat 11:30 Houston Hobby (HOU) 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-01-11 through 2025-02-08
Mon-Wed 11:50 Houston Hobby (HOU) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-11-04 through 2024-11-06
Tue,Wed 11:50 Houston Hobby (HOU) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-11-12 through 2024-11-20
Tue-Fri 11:50 Houston Hobby (HOU) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-11-29 through 2024-12-06
Mon-Thu 11:50 Houston Hobby (HOU) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-12-09 through 2024-12-18
Tue,Wed 11:50 Houston Hobby (HOU) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-12-24 through 2025-01-01
Mon 11:50 Houston Hobby (HOU) 14:15 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2025-01-06
Thu,Fri,Sun 12:35 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-01-12 through 2025-01-17
Mon,Sun 12:35 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 12:35 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-02-02 through 2025-02-07
Mon 12:35 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2025-02-10
Mon,Tue,Thu 12:35 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-02-18 through 2025-02-24
Mon 12:35 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 2630 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2025-03-03
Sun 07:10 Houston Hobby (HOU) 09:50 Midway, Chicago (MDW)
Southwest Airlines WN 2776 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2024-09-01
Sun 08:20 Houston Hobby (HOU) 11:00 Midway, Chicago (MDW)
Southwest Airlines WN 2776 Non-stop Boeing 737-700 (73W) 2:40 Effective 2024-09-08 through 2024-09-29
Sun 21:35 Houston Hobby (HOU) 00:10 Midway, Chicago (MDW)
Southwest Airlines WN 3126 Non-stop Boeing 737-700 (73W) 2:35 Effective 2024-10-06 through 2024-10-27
The flight arrives 1 day after departure.
Tue,Wed 06:50 Houston Hobby (HOU) 09:20 Midway, Chicago (MDW)
Southwest Airlines WN 3144 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2024-10-02
Thu 10:15 Houston Hobby (HOU) 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 3223 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2024-11-28
Sun 15:50 Houston Hobby (HOU) 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 3427 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2024-12-01
Sun 14:05 Houston Hobby (HOU) 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 3499 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2024-09-01
Sun 14:05 Houston Hobby (HOU) 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 3499 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-09-08 through 2024-09-29
Sat 13:05 Houston Hobby (HOU) 15:30 Midway, Chicago (MDW)
Southwest Airlines WN 3516 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-11-09 through 2024-11-16
Sat 13:05 Houston Hobby (HOU) 15:30 Midway, Chicago (MDW)
Southwest Airlines WN 3516 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-12-07 through 2024-12-14
Mon,Thu,Fri 16:45 Houston Hobby (HOU) 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 3778 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-10-03 through 2024-10-28
Fri 16:45 Houston Hobby (HOU) 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 3778 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2024-11-01
Mon,Thu,Fri 07:35 Houston Hobby (HOU) 10:15 Midway, Chicago (MDW)
Southwest Airlines WN 3892 Non-stop Boeing 737-700 (73W) 2:40 Valid until 2024-09-30
Mon-Wed 08:50 Houston Hobby (HOU) 11:15 Midway, Chicago (MDW)
Southwest Airlines WN 4191 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 08:50 Houston Hobby (HOU) 11:15 Midway, Chicago (MDW)
Southwest Airlines WN 4191 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-12-20 through 2025-01-02
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Southwest Airlines flights from Houston Hobby (HOU) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2024-11-03 through 2024-11-10
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-11 through 2024-11-25
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-12-08 through 2024-12-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Operates only on 2024-12-19
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Operates only on 2025-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-20 through 2025-01-02
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 2:45.