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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 08:50 Houston Hobby (HOU) 11:15 Midway, Chicago (MDW)
Southwest Airlines WN 4191 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2025-01-05
Sun 09:15 Houston Hobby (HOU) 11:55 Midway, Chicago (MDW)
Southwest Airlines WN 4332 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2024-09-01
Sat 08:15 Houston Hobby (HOU) 10:50 Midway, Chicago (MDW)
Southwest Airlines WN 4373 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2024-10-05 through 2024-11-02
Sun 09:00 Houston Hobby (HOU) 11:45 Midway, Chicago (MDW)
Southwest Airlines WN 4373 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-10-06 through 2024-10-27
Thu 18:05 Houston Hobby (HOU) 20:40 Midway, Chicago (MDW)
Southwest Airlines WN 4373 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2024-10-31
Tue,Wed 19:35 Houston Hobby (HOU) 22:10 Midway, Chicago (MDW)
Southwest Airlines WN 4373 Non-stop Boeing 737-800 (73H) 2:35 Effective 2024-10-08 through 2024-10-30
Tue,Wed 14:05 Houston Hobby (HOU) 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 4583 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2024-10-02
Mon 09:30 Houston Hobby (HOU) 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 6733 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2024-09-16
Non-Direct Flights:
Sat 13:40 Houston Hobby (HOU) 17:40 Midway, Chicago (MDW)
Southwest Airlines WN 30 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-02-15 through 2025-03-01
Mon-Wed 20:30 Houston Hobby (HOU) 00:20 Midway, Chicago (MDW)
Southwest Airlines WN 54 1-stop Boeing 737-700 (73W) 3:50 Effective 2024-11-26 through 2024-12-02
The flight arrives 1 day after departure.
Mon,Thu,Fri,Sun 20:30 Houston Hobby (HOU) 00:20 Midway, Chicago (MDW)
Southwest Airlines WN 54 1-stop Boeing 737-700 (73W) 3:50 Effective 2024-12-20 through 2025-01-02
The flight arrives 1 day after departure.
Sun 20:30 Houston Hobby (HOU) 00:20 Midway, Chicago (MDW)
Southwest Airlines WN 54 1-stop Boeing 737-700 (73W) 3:50 Operates only on 2025-01-05
The flight arrives 1 day after departure.
Sun 17:00 Houston Hobby (HOU) 21:45 Midway, Chicago (MDW)
Southwest Airlines WN 280 1-stop Boeing 737-700 (73W) 4:45 Effective 2024-10-06 through 2024-10-27
Mon-Wed 16:45 Houston Hobby (HOU) 21:50 Midway, Chicago (MDW)
Southwest Airlines WN 543 1-stop Boeing 737-700 (73W) 5:05 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 16:45 Houston Hobby (HOU) 21:50 Midway, Chicago (MDW)
Southwest Airlines WN 543 1-stop Boeing 737-700 (73W) 5:05 Effective 2024-12-20 through 2025-01-02
Sun 16:45 Houston Hobby (HOU) 21:50 Midway, Chicago (MDW)
Southwest Airlines WN 543 1-stop Boeing 737-700 (73W) 5:05 Operates only on 2025-01-05
Sun 11:40 Houston Hobby (HOU) 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 552 1-stop Boeing 737-800 (73H) 5:05 Effective 2024-10-06 through 2024-10-27
Thu,Fri,Sun 15:25 Houston Hobby (HOU) 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 1111 1-stop Boeing 737-700 (73W) 5:05 Effective 2025-01-12 through 2025-01-17
Mon,Sun 15:25 Houston Hobby (HOU) 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 1111 1-stop Boeing 737-700 (73W) 5:05 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 15:25 Houston Hobby (HOU) 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 1111 1-stop Boeing 737-700 (73W) 5:05 Effective 2025-02-02 through 2025-02-07
Mon 15:25 Houston Hobby (HOU) 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 1111 1-stop Boeing 737-700 (73W) 5:05 Operates only on 2025-02-10
Mon,Tue,Thu 15:25 Houston Hobby (HOU) 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 1111 1-stop Boeing 737-700 (73W) 5:05 Effective 2025-02-18 through 2025-02-24
Mon 15:25 Houston Hobby (HOU) 20:30 Midway, Chicago (MDW)
Southwest Airlines WN 1111 1-stop Boeing 737-700 (73W) 5:05 Operates only on 2025-03-03
Tue,Wed 12:50 Houston Hobby (HOU) 16:40 Midway, Chicago (MDW)
Southwest Airlines WN 1133 1-stop Boeing 737-800 (73H) 3:50 Valid until 2024-10-02
Mon,Thu,Fri 13:15 Houston Hobby (HOU) 17:05 Midway, Chicago (MDW)
Southwest Airlines WN 1133 1-stop Boeing 737-800 (73H) 3:50 Valid until 2024-09-30
Sat 11:40 Houston Hobby (HOU) 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 1274 1-stop Boeing 737-700 (73W) 5:05 Valid until 2024-09-28
Sat 05:35 Houston Hobby (HOU) 10:00 Midway, Chicago (MDW)
Southwest Airlines WN 1432 1-stop Boeing 737-700 (73W) 4:25 Effective 2024-11-23 through 2024-11-30
Sat 05:35 Houston Hobby (HOU) 10:00 Midway, Chicago (MDW)
Southwest Airlines WN 1432 1-stop Boeing 737-700 (73W) 4:25 Effective 2024-12-21 through 2025-01-04
Mon,Thu,Fri 19:25 Houston Hobby (HOU) 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 1498 1-stop Boeing 737-700 (73W) 5:45 Effective 2024-10-03 through 2024-10-28
The flight arrives 1 day after departure.
Fri 19:25 Houston Hobby (HOU) 01:10 Midway, Chicago (MDW)
Southwest Airlines WN 1498 1-stop Boeing 737-700 (73W) 5:45 Operates only on 2024-11-01
The flight arrives 1 day after departure.
Mon-Wed 13:10 Houston Hobby (HOU) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1564 1-stop Boeing 737-800 (73H) 4:20 Effective 2024-11-04 through 2024-11-06
Tue,Wed 13:10 Houston Hobby (HOU) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1564 1-stop Boeing 737-800 (73H) 4:20 Effective 2024-11-12 through 2024-11-20
Tue-Fri 13:10 Houston Hobby (HOU) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1564 1-stop Boeing 737-800 (73H) 4:20 Effective 2024-11-29 through 2024-12-06
Mon-Thu 13:10 Houston Hobby (HOU) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1564 1-stop Boeing 737-800 (73H) 4:20 Effective 2024-12-09 through 2024-12-18
Tue,Wed 13:10 Houston Hobby (HOU) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1564 1-stop Boeing 737-800 (73H) 4:20 Effective 2024-12-24 through 2025-01-01
Mon 13:10 Houston Hobby (HOU) 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 1564 1-stop Boeing 737-800 (73H) 4:20 Operates only on 2025-01-06
Mon-Fri 18:25 Houston Hobby (HOU) 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 1647 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 18:25 Houston Hobby (HOU) 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 1647 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-01-19 through 2025-01-24
Mon-Fri 18:25 Houston Hobby (HOU) 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 1647 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 18:25 Houston Hobby (HOU) 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 1647 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-02-09 through 2025-02-12
Tue,Wed 18:25 Houston Hobby (HOU) 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 1647 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-02-19 through 2025-03-05
Sun 16:40 Houston Hobby (HOU) 21:45 Midway, Chicago (MDW)
Southwest Airlines WN 1778 1-stop Boeing 737-700 (73W) 5:05 Effective 2024-10-06 through 2024-10-27
Sat 08:35 Houston Hobby (HOU) 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 1863 1-stop Boeing 737-700 (73W) 4:15 Valid until 2024-09-28
Mon-Wed 14:55 Houston Hobby (HOU) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1931 1-stop Boeing 737-700 (73W) 3:55 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 14:55 Houston Hobby (HOU) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1931 1-stop Boeing 737-700 (73W) 3:55 Effective 2024-12-20 through 2025-01-02
Sun 14:55 Houston Hobby (HOU) 18:50 Midway, Chicago (MDW)
Southwest Airlines WN 1931 1-stop Boeing 737-700 (73W) 3:55 Operates only on 2025-01-05
Sun 08:50 Houston Hobby (HOU) 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 2185 1-stop Boeing 737-700 (73W) 4:10 Effective 2024-10-06 through 2024-10-27
Mon,Thu,Fri 08:35 Houston Hobby (HOU) 12:55 Midway, Chicago (MDW)
Southwest Airlines WN 2257 1-stop Boeing 737-700 (73W) 4:20 Valid until 2024-09-30
Thu 11:00 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 2376 1-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-11-28
Mon-Wed 13:45 Houston Hobby (HOU) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 2376 1-stop Boeing 737-700 (73W) 4:00 Effective 2024-11-04 through 2024-11-06
prev   1 2 3 4 5 6 7   next


Southwest Airlines flights from Houston Hobby (HOU) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2025-01-05
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 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-09-16
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:50, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:45, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:05, 1-stop
Boeing 737-800 (73H)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-800 (73H)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:50, 1-stop
Boeing 737-800 (73H)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, 1-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, 1-stop
Boeing 737-700 (73W)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:45, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 5:45, 1-stop
Boeing 737-700 (73W)
The flight arrives 1 day after departure.

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-800 (73H)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-800 (73H)

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

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:05, 1-stop
Boeing 737-700 (73W)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:15, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, 1-stop
Boeing 737-700 (73W)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:55, 1-stop
Boeing 737-700 (73W)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, 1-stop
Boeing 737-700 (73W)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, 1-stop
Boeing 737-700 (73W)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)
prev        Page 5 / 7        next
  • 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.