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

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FLIGHT SCHEDULE
Non-Direct Flights:
Tue,Wed 07:45 Midway, Chicago (MDW) 11:30 Houston Hobby (HOU)
Southwest Airlines WN 706 1-stop Boeing 737-700 (Scimitar Winglets) 3:45 Effective 2025-10-07 through 2025-10-29
Tue,Wed 10:25 Midway, Chicago (MDW) 14:35 Houston Hobby (HOU)
Southwest Airlines WN 892 1-stop Boeing 737-700 (73W) 4:10 Valid until 2025-06-04
Mon,Thu,Fri 15:30 Midway, Chicago (MDW) 19:45 Houston Hobby (HOU)
Southwest Airlines WN 1122 1-stop Boeing 737-800 (73H) 4:15 Effective 2025-08-07 through 2025-09-29
Mon,Thu,Fri 13:25 Midway, Chicago (MDW) 18:30 Houston Hobby (HOU)
Southwest Airlines WN 1365 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2025-10-02 through 2025-10-31
Sun 10:45 Midway, Chicago (MDW) 15:55 Houston Hobby (HOU)
Southwest Airlines WN 1535 1-stop Boeing 737 MAX 8 (7M8) 5:10 Effective 2025-06-08 through 2025-08-03
Sun 17:25 Midway, Chicago (MDW) 21:15 Houston Hobby (HOU)
Southwest Airlines WN 1553 1-stop Boeing 737-700 (73W) 3:50 Effective 2025-08-10 through 2025-08-24
Sun 17:25 Midway, Chicago (MDW) 21:15 Houston Hobby (HOU)
Southwest Airlines WN 1553 1-stop Boeing 737-700 (73W) 3:50 Effective 2025-09-07 through 2025-09-28
Sun 16:30 Midway, Chicago (MDW) 20:55 Houston Hobby (HOU)
Southwest Airlines WN 1683 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Operates only on 2025-11-30
Mon-Wed 12:10 Midway, Chicago (MDW) 16:15 Houston Hobby (HOU)
Southwest Airlines WN 1699 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 12:10 Midway, Chicago (MDW) 16:15 Houston Hobby (HOU)
Southwest Airlines WN 1699 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2025-12-19 through 2026-01-04
Mon,Thu,Fri 16:55 Midway, Chicago (MDW) 20:55 Houston Hobby (HOU)
Southwest Airlines WN 2089 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 16:55 Midway, Chicago (MDW) 20:55 Houston Hobby (HOU)
Southwest Airlines WN 2089 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-07-07 through 2025-08-04
Sun 09:00 Midway, Chicago (MDW) 14:20 Houston Hobby (HOU)
Southwest Airlines WN 2446 1-stop Boeing 737-700 (73W) 5:20 Operates only on 2025-05-25
Mon,Thu,Fri 14:55 Midway, Chicago (MDW) 19:30 Houston Hobby (HOU)
Southwest Airlines WN 2452 1-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 14:55 Midway, Chicago (MDW) 19:30 Houston Hobby (HOU)
Southwest Airlines WN 2452 1-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2025-07-07 through 2025-08-04
Mon-Wed 17:35 Midway, Chicago (MDW) 22:00 Houston Hobby (HOU)
Southwest Airlines WN 2465 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 17:35 Midway, Chicago (MDW) 22:00 Houston Hobby (HOU)
Southwest Airlines WN 2465 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2025-12-19 through 2026-01-04
Sun 15:45 Midway, Chicago (MDW) 20:00 Houston Hobby (HOU)
Southwest Airlines WN 2755 1-stop Boeing 737-800 (73H) 4:15 Effective 2025-08-10 through 2025-08-24
Sun 15:45 Midway, Chicago (MDW) 20:00 Houston Hobby (HOU)
Southwest Airlines WN 2755 1-stop Boeing 737-800 (73H) 4:15 Effective 2025-09-07 through 2025-09-28
Mon,Thu,Fri 07:50 Midway, Chicago (MDW) 11:50 Houston Hobby (HOU)
Southwest Airlines WN 2987 1-stop Boeing 737 MAX 8 (7M8) 4:00 Valid until 2025-06-02
Sat 08:10 Midway, Chicago (MDW) 12:20 Houston Hobby (HOU)
Southwest Airlines WN 2987 1-stop Boeing 737 MAX 8 (7M8) 4:10 Valid until 2025-05-31
Sat 08:25 Midway, Chicago (MDW) 12:30 Houston Hobby (HOU)
Southwest Airlines WN 3017 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2025-10-04 through 2025-11-01
Sun 09:30 Midway, Chicago (MDW) 13:35 Houston Hobby (HOU)
Southwest Airlines WN 3017 1-stop Boeing 737-800 (73H) 4:05 Effective 2025-10-05 through 2025-10-26
Fri 13:50 Midway, Chicago (MDW) 17:40 Houston Hobby (HOU)
Southwest Airlines WN 3152 1-stop Boeing 737-700 (73W) 3:50 Operates only on 2025-07-04
Mon,Thu,Fri 15:40 Midway, Chicago (MDW) 20:10 Houston Hobby (HOU)
Southwest Airlines WN 3190 1-stop Boeing 737-700 (73W) 4:30 Effective 2025-08-07 through 2025-09-29
Sun 12:50 Midway, Chicago (MDW) 16:50 Houston Hobby (HOU)
Southwest Airlines WN 3223 1-stop Boeing 737-700 (73W) 4:00 Valid until 2025-05-18
Sun 12:50 Midway, Chicago (MDW) 16:50 Houston Hobby (HOU)
Southwest Airlines WN 3223 1-stop Boeing 737-700 (73W) 4:00 Operates only on 2025-06-01
Sun 13:10 Midway, Chicago (MDW) 17:10 Houston Hobby (HOU)
Southwest Airlines WN 3223 1-stop Boeing 737-700 (73W) 4:00 Operates only on 2025-05-25
Sat 12:25 Midway, Chicago (MDW) 17:40 Houston Hobby (HOU)
Southwest Airlines WN 3528 1-stop Boeing 737-700 (Scimitar Winglets) 5:15 Effective 2025-11-22 through 2025-11-29
Sat 12:25 Midway, Chicago (MDW) 17:40 Houston Hobby (HOU)
Southwest Airlines WN 3528 1-stop Boeing 737-700 (Scimitar Winglets) 5:15 Effective 2025-12-20 through 2026-01-03
Sat 08:05 Midway, Chicago (MDW) 12:45 Houston Hobby (HOU)
Southwest Airlines WN 3854 1-stop Boeing 737 MAX 8 (7M8) 4:40 Valid until 2025-05-31
Sun 15:30 Midway, Chicago (MDW) 19:45 Houston Hobby (HOU)
Southwest Airlines WN 3935 1-stop Boeing 737-700 (73W) 4:15 Valid until 2025-05-18
Sun 15:30 Midway, Chicago (MDW) 19:45 Houston Hobby (HOU)
Southwest Airlines WN 3935 1-stop Boeing 737-700 (73W) 4:15 Operates only on 2025-06-01
Sun 17:35 Midway, Chicago (MDW) 21:55 Houston Hobby (HOU)
Southwest Airlines WN 4654 1-stop Boeing 737-800 (73H) 4:20 Valid until 2025-05-18
Sun 17:35 Midway, Chicago (MDW) 21:55 Houston Hobby (HOU)
Southwest Airlines WN 4654 1-stop Boeing 737-800 (73H) 4:20 Operates only on 2025-06-01
Sun 16:35 Midway, Chicago (MDW) 22:20 Houston Hobby (HOU)
Southwest Airlines WN 61 2-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2025-08-10 through 2025-08-24
Sun 16:35 Midway, Chicago (MDW) 22:20 Houston Hobby (HOU)
Southwest Airlines WN 61 2-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2025-09-07 through 2025-09-28
Sun 09:30 Midway, Chicago (MDW) 19:45 Houston Hobby (HOU)
Southwest Airlines WN 2958 2-stop Boeing 737-700 (73W) 10:15 Valid until 2025-05-18
Sun 09:30 Midway, Chicago (MDW) 19:45 Houston Hobby (HOU)
Southwest Airlines WN 2958 2-stop Boeing 737-700 (73W) 10:15 Operates only on 2025-06-01
Tue,Wed 08:25 Midway, Chicago (MDW) 15:15 Houston Hobby (HOU)
Southwest Airlines WN 31 3-stop Boeing 737-700 (Scimitar Winglets) 6:50 Effective 2025-11-04 through 2025-11-12
Mon-Thu 08:25 Midway, Chicago (MDW) 15:15 Houston Hobby (HOU)
Southwest Airlines WN 31 3-stop Boeing 737-700 (Scimitar Winglets) 6:50 Effective 2025-11-17 through 2025-11-20
Mon-Fri 08:25 Midway, Chicago (MDW) 15:15 Houston Hobby (HOU)
Southwest Airlines WN 31 3-stop Boeing 737-700 (Scimitar Winglets) 6:50 Effective 2025-12-02 through 2025-12-11
Mon-Wed 08:25 Midway, Chicago (MDW) 15:15 Houston Hobby (HOU)
Southwest Airlines WN 31 3-stop Boeing 737-700 (Scimitar Winglets) 6:50 Effective 2025-12-15 through 2025-12-17
Wed,Thu 08:25 Midway, Chicago (MDW) 15:15 Houston Hobby (HOU)
Southwest Airlines WN 31 3-stop Boeing 737-700 (Scimitar Winglets) 6:50 Effective 2025-12-24 through 2026-01-01
Tue,Wed 08:30 Midway, Chicago (MDW) 21:55 Houston Hobby (HOU)
Southwest Airlines WN 339 3-stop Boeing 737 MAX 8 (7M8) 13:25 Effective 2025-08-05 through 2025-10-01
Sun 08:50 Midway, Chicago (MDW) 19:15 Houston Hobby (HOU)
Southwest Airlines WN 1067 3-stop Boeing 737-700 (Scimitar Winglets) 10:25 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri,Sun 07:50 Midway, Chicago (MDW) 21:40 Houston Hobby (HOU)
Southwest Airlines WN 2312 5-stop Boeing 737-700 (Scimitar Winglets) 13:50 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 07:50 Midway, Chicago (MDW) 21:40 Houston Hobby (HOU)
Southwest Airlines WN 2312 5-stop Boeing 737-700 (Scimitar Winglets) 13:50 Effective 2025-11-21 through 2025-11-28
Fri,Sun 07:50 Midway, Chicago (MDW) 21:40 Houston Hobby (HOU)
Southwest Airlines WN 2312 5-stop Boeing 737-700 (Scimitar Winglets) 13:50 Effective 2025-12-07 through 2025-12-14
Thu 07:50 Midway, Chicago (MDW) 21:40 Houston Hobby (HOU)
Southwest Airlines WN 2312 5-stop Boeing 737-700 (Scimitar Winglets) 13:50 Operates only on 2025-12-18
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All airlines flying from Midway, Chicago (MDW) to Houston Hobby (HOU).
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Select flight date:  Show Calendar
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:45, 1-stop
Boeing 737-700 (Scimitar Winglets)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, 1-stop
Boeing 737-700 (73W)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, 1-stop
Boeing 737-700 (73W)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:20, 1-stop
Boeing 737-700 (73W)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:35, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:35, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-800 (73H)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, 1-stop
Boeing 737-800 (73H)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (73W)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (73W)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

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

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:40, 1-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (73W)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, 1-stop
Boeing 737-800 (73H)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, 1-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:45, 2-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:45, 2-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 10:15, 2-stop
Boeing 737-700 (73W)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 10:15, 2-stop
Boeing 737-700 (73W)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:50, 3-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 6:50, 3-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 6:50, 3-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:50, 3-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 6:50, 3-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 13:25, 3-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 10:25, 3-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 13:50, 5-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 13:50, 5-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 13:50, 5-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 13:50, 5-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Midway, Chicago 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 (plus 1h DST). Current time at both airports is 5:21am.
  • For direct flights, the flight time varies between 2:30 and 2:55.