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

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Tue,Wed 13:45 Houston Hobby (HOU) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 2376 1-stop Boeing 737-700 (73W) 4:00 Effective 2024-11-12 through 2024-11-20
Tue-Fri 13:45 Houston Hobby (HOU) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 2376 1-stop Boeing 737-700 (73W) 4:00 Effective 2024-11-29 through 2024-12-06
Mon-Thu 13:45 Houston Hobby (HOU) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 2376 1-stop Boeing 737-700 (73W) 4:00 Effective 2024-12-09 through 2024-12-18
Tue,Wed 13:45 Houston Hobby (HOU) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 2376 1-stop Boeing 737-700 (73W) 4:00 Effective 2024-12-24 through 2025-01-01
Mon 13:45 Houston Hobby (HOU) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 2376 1-stop Boeing 737-700 (73W) 4:00 Operates only on 2025-01-06
Mon,Thu,Fri 15:10 Houston Hobby (HOU) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 2710 1-stop Boeing 737-700 (73W) 3:40 Effective 2024-10-03 through 2024-10-28
Fri 15:10 Houston Hobby (HOU) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 2710 1-stop Boeing 737-700 (73W) 3:40 Operates only on 2024-11-01
Thu 07:55 Houston Hobby (HOU) 11:50 Midway, Chicago (MDW)
Southwest Airlines WN 2727 1-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2024-11-28
Tue,Wed 14:55 Houston Hobby (HOU) 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 2907 1-stop Boeing 737-800 (73H) 4:15 Valid until 2024-10-01
Sat 10:55 Houston Hobby (HOU) 15:55 Midway, Chicago (MDW)
Southwest Airlines WN 3116 1-stop Boeing 737-700 (73W) 5:00 Valid until 2024-09-28
Sat 10:45 Houston Hobby (HOU) 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 3253 1-stop Boeing 737-700 (73W) 4:25 Effective 2024-10-05 through 2024-11-02
Tue,Wed 09:05 Houston Hobby (HOU) 14:50 Midway, Chicago (MDW)
Southwest Airlines WN 3390 1-stop Boeing 737-700 (73W) 5:45 Valid until 2024-10-02
Mon,Thu,Fri,Sun 16:45 Houston Hobby (HOU) 20:55 Midway, Chicago (MDW)
Southwest Airlines WN 3547 1-stop Boeing 737-700 (73W) 4:10 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 16:45 Houston Hobby (HOU) 20:55 Midway, Chicago (MDW)
Southwest Airlines WN 3547 1-stop Boeing 737-700 (73W) 4:10 Effective 2025-02-21 through 2025-03-02
Mon,Thu,Fri,Sun 05:30 Houston Hobby (HOU) 11:10 Midway, Chicago (MDW)
Southwest Airlines WN 3798 1-stop Boeing 737-700 (73W) 5:40 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 05:30 Houston Hobby (HOU) 11:10 Midway, Chicago (MDW)
Southwest Airlines WN 3798 1-stop Boeing 737-700 (73W) 5:40 Effective 2025-02-21 through 2025-03-02
Sun 11:55 Houston Hobby (HOU) 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 4325 1-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-12-01
Sat 09:40 Houston Hobby (HOU) 14:05 Midway, Chicago (MDW)
Southwest Airlines WN 4499 1-stop Boeing 737-800 (73H) 4:25 Effective 2025-01-11 through 2025-02-08
Sun 12:25 Houston Hobby (HOU) 17:20 Midway, Chicago (MDW)
Southwest Airlines WN 4749 1-stop Boeing 737-700 (73W) 4:55 Effective 2024-09-08 through 2024-09-29
Sun 16:45 Houston Hobby (HOU) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 4819 1-stop Boeing 737-700 (73W) 4:55 Operates only on 2024-12-01
Thu,Fri,Sun 16:00 Houston Hobby (HOU) 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 40 2-stop Boeing 737-700 (73W) 5:10 Effective 2025-01-12 through 2025-01-17
Mon,Sun 16:00 Houston Hobby (HOU) 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 40 2-stop Boeing 737-700 (73W) 5:10 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 16:00 Houston Hobby (HOU) 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 40 2-stop Boeing 737-700 (73W) 5:10 Effective 2025-02-02 through 2025-02-07
Mon 16:00 Houston Hobby (HOU) 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 40 2-stop Boeing 737-700 (73W) 5:10 Operates only on 2025-02-10
Mon,Tue,Thu 16:00 Houston Hobby (HOU) 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 40 2-stop Boeing 737-700 (73W) 5:10 Effective 2025-02-18 through 2025-02-24
Mon 16:00 Houston Hobby (HOU) 21:10 Midway, Chicago (MDW)
Southwest Airlines WN 40 2-stop Boeing 737-700 (73W) 5:10 Operates only on 2025-03-03
Mon,Thu,Fri,Sun 17:30 Houston Hobby (HOU) 22:40 Midway, Chicago (MDW)
Southwest Airlines WN 46 2-stop Boeing 737-700 (73W) 5:10 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 17:30 Houston Hobby (HOU) 22:40 Midway, Chicago (MDW)
Southwest Airlines WN 46 2-stop Boeing 737-700 (73W) 5:10 Effective 2025-02-21 through 2025-03-02
Thu,Fri,Sun 08:45 Houston Hobby (HOU) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 198 2-stop Boeing 737-700 (73W) 6:55 Effective 2025-01-12 through 2025-01-17
Mon,Sun 08:45 Houston Hobby (HOU) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 198 2-stop Boeing 737-700 (73W) 6:55 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 08:45 Houston Hobby (HOU) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 198 2-stop Boeing 737-700 (73W) 6:55 Effective 2025-02-02 through 2025-02-07
Mon 08:45 Houston Hobby (HOU) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 198 2-stop Boeing 737-700 (73W) 6:55 Operates only on 2025-02-10
Mon,Tue,Thu 08:45 Houston Hobby (HOU) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 198 2-stop Boeing 737-700 (73W) 6:55 Effective 2025-02-18 through 2025-02-24
Mon 08:45 Houston Hobby (HOU) 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 198 2-stop Boeing 737-700 (73W) 6:55 Operates only on 2025-03-03
Sat 10:50 Houston Hobby (HOU) 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 550 2-stop Boeing 737-700 (73W) 5:40 Effective 2025-02-15 through 2025-03-01
Sat 10:40 Houston Hobby (HOU) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 679 2-stop Boeing 737-700 (73W) 7:05 Valid until 2024-09-28
Sat 14:30 Houston Hobby (HOU) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 1742 2-stop Boeing 737-700 (73W) 7:10 Effective 2025-02-15 through 2025-03-01
Sat 14:15 Houston Hobby (HOU) 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 2672 2-stop Boeing 737-700 (73W) 6:45 Effective 2024-11-23 through 2024-11-30
Sat 14:15 Houston Hobby (HOU) 21:00 Midway, Chicago (MDW)
Southwest Airlines WN 2672 2-stop Boeing 737-700 (73W) 6:45 Effective 2024-12-21 through 2025-01-04
Tue,Wed 09:05 Houston Hobby (HOU) 14:55 Midway, Chicago (MDW)
Southwest Airlines WN 3733 2-stop Boeing 737-700 (73W) 5:50 Effective 2024-10-08 through 2024-10-30
Thu,Fri,Sun 08:45 Houston Hobby (HOU) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 1533 3-stop Boeing 737-700 (73W) 10:45 Effective 2025-01-12 through 2025-01-17
Mon,Sun 08:45 Houston Hobby (HOU) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 1533 3-stop Boeing 737-700 (73W) 10:45 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 08:45 Houston Hobby (HOU) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 1533 3-stop Boeing 737-700 (73W) 10:45 Effective 2025-02-02 through 2025-02-07
Mon 08:45 Houston Hobby (HOU) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 1533 3-stop Boeing 737-700 (73W) 10:45 Operates only on 2025-02-10
Mon,Tue,Thu 08:45 Houston Hobby (HOU) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 1533 3-stop Boeing 737-700 (73W) 10:45 Effective 2025-02-18 through 2025-02-24
Mon 08:45 Houston Hobby (HOU) 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 1533 3-stop Boeing 737-700 (73W) 10:45 Operates only on 2025-03-03
Thu,Fri,Sun 08:10 Houston Hobby (HOU) 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 2478 3-stop Boeing 737-700 (73W) 7:00 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 08:10 Houston Hobby (HOU) 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 2478 3-stop Boeing 737-700 (73W) 7:00 Effective 2024-11-11 through 2024-11-25
Fri,Sun 08:10 Houston Hobby (HOU) 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 2478 3-stop Boeing 737-700 (73W) 7:00 Effective 2024-12-08 through 2024-12-15
Thu 08:10 Houston Hobby (HOU) 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 2478 3-stop Boeing 737-700 (73W) 7:00 Operates only on 2024-12-19
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Southwest Airlines flights from Houston Hobby (HOU) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:40, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 3:40, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:55, 1-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, 1-stop
Boeing 737-700 (73W)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:45, 1-stop
Boeing 737-700 (73W)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:10, 1-stop
Boeing 737-700 (73W)

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:10, 1-stop
Boeing 737-700 (73W)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:40, 1-stop
Boeing 737-700 (73W)

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:40, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, 1-stop
Boeing 737-700 (73W)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, 1-stop
Boeing 737-800 (73H)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:55, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:55, 1-stop
Boeing 737-700 (73W)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:10, 2-stop
Boeing 737-700 (73W)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 2-stop
Boeing 737-700 (73W)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:10, 2-stop
Boeing 737-700 (73W)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:10, 2-stop
Boeing 737-700 (73W)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 5:10, 2-stop
Boeing 737-700 (73W)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:10, 2-stop
Boeing 737-700 (73W)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:10, 2-stop
Boeing 737-700 (73W)

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:10, 2-stop
Boeing 737-700 (73W)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 6:55, 2-stop
Boeing 737-700 (73W)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:55, 2-stop
Boeing 737-700 (73W)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 6:55, 2-stop
Boeing 737-700 (73W)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:55, 2-stop
Boeing 737-700 (73W)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 6:55, 2-stop
Boeing 737-700 (73W)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:55, 2-stop
Boeing 737-700 (73W)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:40, 2-stop
Boeing 737-700 (73W)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:05, 2-stop
Boeing 737-700 (73W)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:10, 2-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:45, 2-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:45, 2-stop
Boeing 737-700 (73W)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:50, 2-stop
Boeing 737-700 (73W)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 10:45, 3-stop
Boeing 737-700 (73W)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 10:45, 3-stop
Boeing 737-700 (73W)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 10:45, 3-stop
Boeing 737-700 (73W)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 10:45, 3-stop
Boeing 737-700 (73W)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 10:45, 3-stop
Boeing 737-700 (73W)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 10:45, 3-stop
Boeing 737-700 (73W)

Effective 2024-11-03 through 2024-11-10
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 7:00, 3-stop
Boeing 737-700 (73W)

Effective 2024-11-11 through 2024-11-25
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 7:00, 3-stop
Boeing 737-700 (73W)

Effective 2024-12-08 through 2024-12-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 7:00, 3-stop
Boeing 737-700 (73W)

Operates only on 2024-12-19
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 7:00, 3-stop
Boeing 737-700 (73W)
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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.