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

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Mon-Fri 13:20 Chicago Midway (MDW) 17:50 Houston Hobby (HOU)
Southwest Airlines WN 2731 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 13:20 Chicago Midway (MDW) 17:50 Houston Hobby (HOU)
Southwest Airlines WN 2731 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-01-18 through 2026-01-23
Mon-Fri 13:20 Chicago Midway (MDW) 17:50 Houston Hobby (HOU)
Southwest Airlines WN 2731 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 13:20 Chicago Midway (MDW) 17:50 Houston Hobby (HOU)
Southwest Airlines WN 2731 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-02-08 through 2026-02-11
Tue,Wed 13:20 Chicago Midway (MDW) 17:50 Houston Hobby (HOU)
Southwest Airlines WN 2731 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 10:05 Chicago Midway (MDW) 13:50 Houston Hobby (HOU)
Southwest Airlines WN 2824 1-stop Boeing 737-700 (Scimitar Winglets) 3:45 Effective 2026-06-04 through 2026-08-03
Tue,Wed 10:15 Chicago Midway (MDW) 14:05 Houston Hobby (HOU)
Southwest Airlines WN 2824 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2026-06-09 through 2026-07-29
Sat 09:40 Chicago Midway (MDW) 14:00 Houston Hobby (HOU)
Southwest Airlines WN 3256 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2026-03-07 through 2026-04-04
Tue,Wed 09:40 Chicago Midway (MDW) 13:50 Houston Hobby (HOU)
Southwest Airlines WN 3400 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2026-04-07 through 2026-06-03
Sat 12:25 Chicago Midway (MDW) 17:40 Houston Hobby (HOU)
Southwest Airlines WN 3528 1-stop Boeing 737-700 (Scimitar Winglets) 5:15 Operates only on 2026-01-03
Sun 17:40 Chicago Midway (MDW) 21:45 Houston Hobby (HOU)
Southwest Airlines WN 3743 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-06-07 through 2026-08-02
Tue,Wed 09:10 Chicago Midway (MDW) 13:50 Houston Hobby (HOU)
Southwest Airlines WN 4154 1-stop Boeing 737-700 (Scimitar Winglets) 4:40 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 12:55 Chicago Midway (MDW) 21:10 Houston Hobby (HOU)
Southwest Airlines WN 3547 2-stop Boeing 737-800 (73H) 8:15 Effective 2026-04-09 through 2026-06-01
Mon,Thu,Fri 12:50 Chicago Midway (MDW) 20:20 Houston Hobby (HOU)
Southwest Airlines WN 3791 2-stop Boeing 737 MAX 8 (7M8) 7:30 Effective 2026-03-05 through 2026-04-06
Tue,Wed 15:10 Chicago Midway (MDW) 20:40 Houston Hobby (HOU)
Southwest Airlines WN 3869 2-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-06-09 through 2026-07-29
Wed,Thu 08:25 Chicago Midway (MDW) 15:15 Houston Hobby (HOU)
Southwest Airlines WN 31 3-stop Boeing 737-700 (73W) 6:50 Valid until 2026-01-01
Mon,Thu,Fri 10:15 Chicago Midway (MDW) 23:00 Houston Hobby (HOU)
Southwest Airlines WN 428 4-stop Boeing 737-700 (Scimitar Winglets) 12:45 Effective 2026-04-09 through 2026-06-01
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All airlines flying from Chicago Midway (MDW) to Houston Hobby (HOU).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:45, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:20, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:40, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 8:15, 2-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 7:30, 2-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:30, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 6:50, 3-stop
Boeing 737-700 (73W)

Non-Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 12:45, 4-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Chicago Midway airport (MDW) and arriving at Houston Hobby airport (HOU).
  • 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 2:25 and 3:00.