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

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Select flight date:  Show Calendar
FLIGHT SCHEDULE
Direct Flights:
Mon-Thu 10:15 Midway, Chicago (MDW) 13:10 Houston Hobby (HOU)
Southwest Airlines WN 2583 Non-stop Boeing 737-700 (Scimitar Winglets) 2:55 Effective 2025-11-17 through 2025-11-20
Mon-Fri 10:15 Midway, Chicago (MDW) 13:10 Houston Hobby (HOU)
Southwest Airlines WN 2583 Non-stop Boeing 737-700 (Scimitar Winglets) 2:55 Effective 2025-12-02 through 2025-12-11
Mon-Wed 10:15 Midway, Chicago (MDW) 13:10 Houston Hobby (HOU)
Southwest Airlines WN 2583 Non-stop Boeing 737-700 (Scimitar Winglets) 2:55 Effective 2025-12-15 through 2025-12-17
Wed,Thu 10:15 Midway, Chicago (MDW) 13:10 Houston Hobby (HOU)
Southwest Airlines WN 2583 Non-stop Boeing 737-700 (Scimitar Winglets) 2:55 Effective 2025-12-24 through 2026-01-01
Sun 08:10 Midway, Chicago (MDW) 11:00 Houston Hobby (HOU)
Southwest Airlines WN 2649 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-11-30
Tue,Wed 06:30 Midway, Chicago (MDW) 09:10 Houston Hobby (HOU)
Southwest Airlines WN 2666 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2025-06-04
Sat 17:20 Midway, Chicago (MDW) 20:00 Houston Hobby (HOU)
Southwest Airlines WN 2666 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2025-05-31
Sun 17:20 Midway, Chicago (MDW) 20:00 Houston Hobby (HOU)
Southwest Airlines WN 2666 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2025-06-01
Mon,Thu,Fri 17:55 Midway, Chicago (MDW) 20:40 Houston Hobby (HOU)
Southwest Airlines WN 2666 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2025-06-02
Fri 13:30 Midway, Chicago (MDW) 16:05 Houston Hobby (HOU)
Southwest Airlines WN 2675 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-07-04
Mon,Thu,Fri 14:35 Midway, Chicago (MDW) 17:15 Houston Hobby (HOU)
Southwest Airlines WN 2675 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 14:35 Midway, Chicago (MDW) 17:15 Houston Hobby (HOU)
Southwest Airlines WN 2675 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-07-07 through 2025-08-04
Sat 17:35 Midway, Chicago (MDW) 20:10 Houston Hobby (HOU)
Southwest Airlines WN 2679 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 18:20 Midway, Chicago (MDW) 20:55 Houston Hobby (HOU)
Southwest Airlines WN 2679 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-02 through 2025-10-31
Tue,Wed 20:50 Midway, Chicago (MDW) 23:25 Houston Hobby (HOU)
Southwest Airlines WN 2679 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-07 through 2025-10-29
Sat 14:40 Midway, Chicago (MDW) 17:25 Houston Hobby (HOU)
Southwest Airlines WN 2885 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-11-22 through 2025-11-29
Sat 14:40 Midway, Chicago (MDW) 17:25 Houston Hobby (HOU)
Southwest Airlines WN 2885 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-12-20 through 2026-01-03
Mon-Wed 14:50 Midway, Chicago (MDW) 17:35 Houston Hobby (HOU)
Southwest Airlines WN 2885 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 14:50 Midway, Chicago (MDW) 17:35 Houston Hobby (HOU)
Southwest Airlines WN 2885 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-12-19 through 2026-01-04
Tue,Wed 07:00 Midway, Chicago (MDW) 09:40 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-11-04 through 2025-11-12
Mon-Thu 07:00 Midway, Chicago (MDW) 09:40 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-11-17 through 2025-11-20
Mon-Fri 07:00 Midway, Chicago (MDW) 09:40 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-12-02 through 2025-12-11
Mon-Wed 07:00 Midway, Chicago (MDW) 09:40 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-12-15 through 2025-12-17
Wed,Thu 07:00 Midway, Chicago (MDW) 09:40 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-12-24 through 2026-01-01
Sat 11:50 Midway, Chicago (MDW) 14:35 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-11-22 through 2025-11-29
Sat 11:50 Midway, Chicago (MDW) 14:35 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-12-20 through 2026-01-03
Mon,Thu,Fri,Sun 19:00 Midway, Chicago (MDW) 21:45 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 19:00 Midway, Chicago (MDW) 21:45 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-11-21 through 2025-11-28
Fri,Sun 19:00 Midway, Chicago (MDW) 21:45 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-12-07 through 2025-12-14
Thu 19:00 Midway, Chicago (MDW) 21:45 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-12-18
Mon 19:00 Midway, Chicago (MDW) 21:45 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2026-01-05
Mon-Wed 19:25 Midway, Chicago (MDW) 22:10 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 19:25 Midway, Chicago (MDW) 22:10 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-12-19 through 2026-01-04
Sat 19:30 Midway, Chicago (MDW) 22:15 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-11-08 through 2025-11-15
Sat 19:30 Midway, Chicago (MDW) 22:15 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-12-06 through 2025-12-13
Sun 21:40 Midway, Chicago (MDW) 00:20 Houston Hobby (HOU)
Southwest Airlines WN 2922 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2025-11-30
The flight arrives 1 day after departure.
Tue,Wed 05:15 Midway, Chicago (MDW) 07:50 Houston Hobby (HOU)
Southwest Airlines WN 2927 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-07 through 2025-10-29
Sat 12:15 Midway, Chicago (MDW) 14:55 Houston Hobby (HOU)
Southwest Airlines WN 2927 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 12:55 Midway, Chicago (MDW) 15:30 Houston Hobby (HOU)
Southwest Airlines WN 2927 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-02 through 2025-10-31
Sun 14:10 Midway, Chicago (MDW) 16:45 Houston Hobby (HOU)
Southwest Airlines WN 2927 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-10-05 through 2025-10-26
Sun 22:50 Midway, Chicago (MDW) 01:30 Houston Hobby (HOU)
Southwest Airlines WN 3050 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2025-05-18
The flight arrives 1 day after departure.
Sun 22:50 Midway, Chicago (MDW) 01:30 Houston Hobby (HOU)
Southwest Airlines WN 3050 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2025-06-01
The flight arrives 1 day after departure.
Sun 07:45 Midway, Chicago (MDW) 10:20 Houston Hobby (HOU)
Southwest Airlines WN 3080 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-06-08 through 2025-08-03
Sat 08:40 Midway, Chicago (MDW) 11:20 Houston Hobby (HOU)
Southwest Airlines WN 3080 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-06-07 through 2025-08-02
Sun 15:35 Midway, Chicago (MDW) 18:20 Houston Hobby (HOU)
Southwest Airlines WN 3125 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-11-30
Tue,Wed 06:15 Midway, Chicago (MDW) 08:50 Houston Hobby (HOU)
Southwest Airlines WN 3240 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-06-10 through 2025-07-30
Mon,Thu,Fri 17:15 Midway, Chicago (MDW) 19:55 Houston Hobby (HOU)
Southwest Airlines WN 3240 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 17:15 Midway, Chicago (MDW) 19:55 Houston Hobby (HOU)
Southwest Airlines WN 3240 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-07-07 through 2025-08-04
Sun 18:50 Midway, Chicago (MDW) 21:25 Houston Hobby (HOU)
Southwest Airlines WN 3240 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-06-08 through 2025-08-03
Sat 18:55 Midway, Chicago (MDW) 21:30 Houston Hobby (HOU)
Southwest Airlines WN 3240 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-06-07 through 2025-08-02
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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
Direct Flights:
Southwest Airlines WN2583
10:15
Midway, Chicago (MDW)

13:10
Houston Hobby (HOU)
Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN2583
10:15
Midway, Chicago (MDW)

13:10
Houston Hobby (HOU)
Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN2583
10:15
Midway, Chicago (MDW)

13:10
Houston Hobby (HOU)
Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN2583
10:15
Midway, Chicago (MDW)

13:10
Houston Hobby (HOU)
Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN2649
08:10
Midway, Chicago (MDW)

11:00
Houston Hobby (HOU)
Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2666
06:30
Midway, Chicago (MDW)

09:10
Houston Hobby (HOU)
Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2666
17:20
Midway, Chicago (MDW)

20:00
Houston Hobby (HOU)
Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2666
17:20
Midway, Chicago (MDW)

20:00
Houston Hobby (HOU)
Valid until 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2666
17:55
Midway, Chicago (MDW)

20:40
Houston Hobby (HOU)
Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2675
13:30
Midway, Chicago (MDW)

16:05
Houston Hobby (HOU)
Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2675
14:35
Midway, Chicago (MDW)

17:15
Houston Hobby (HOU)
Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN2675
14:35
Midway, Chicago (MDW)

17:15
Houston Hobby (HOU)
Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN2679
17:35
Midway, Chicago (MDW)

20:10
Houston Hobby (HOU)
Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN2679
18:20
Midway, Chicago (MDW)

20:55
Houston Hobby (HOU)
Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2679
20:50
Midway, Chicago (MDW)

23:25
Houston Hobby (HOU)
Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2885
14:40
Midway, Chicago (MDW)

17:25
Houston Hobby (HOU)
Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2885
14:40
Midway, Chicago (MDW)

17:25
Houston Hobby (HOU)
Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2885
14:50
Midway, Chicago (MDW)

17:35
Houston Hobby (HOU)
Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2885
14:50
Midway, Chicago (MDW)

17:35
Houston Hobby (HOU)
Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
07:00
Midway, Chicago (MDW)

09:40
Houston Hobby (HOU)
Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
07:00
Midway, Chicago (MDW)

09:40
Houston Hobby (HOU)
Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
07:00
Midway, Chicago (MDW)

09:40
Houston Hobby (HOU)
Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
07:00
Midway, Chicago (MDW)

09:40
Houston Hobby (HOU)
Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
07:00
Midway, Chicago (MDW)

09:40
Houston Hobby (HOU)
Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
11:50
Midway, Chicago (MDW)

14:35
Houston Hobby (HOU)
Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
11:50
Midway, Chicago (MDW)

14:35
Houston Hobby (HOU)
Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
19:00
Midway, Chicago (MDW)

21:45
Houston Hobby (HOU)
Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
19:00
Midway, Chicago (MDW)

21:45
Houston Hobby (HOU)
Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
19:00
Midway, Chicago (MDW)

21:45
Houston Hobby (HOU)
Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
19:00
Midway, Chicago (MDW)

21:45
Houston Hobby (HOU)
Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
19:00
Midway, Chicago (MDW)

21:45
Houston Hobby (HOU)
Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
19:25
Midway, Chicago (MDW)

22:10
Houston Hobby (HOU)
Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
19:25
Midway, Chicago (MDW)

22:10
Houston Hobby (HOU)
Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN2922
19:30
Midway, Chicago (MDW)

22:15
Houston Hobby (HOU)
Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2922
19:30
Midway, Chicago (MDW)

22:15
Houston Hobby (HOU)
Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2922
21:40
Midway, Chicago (MDW)

00:20(+1)
Houston Hobby (HOU)
Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Southwest Airlines WN2927
05:15
Midway, Chicago (MDW)

07:50
Houston Hobby (HOU)
Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2927
12:15
Midway, Chicago (MDW)

14:55
Houston Hobby (HOU)
Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN2927
12:55
Midway, Chicago (MDW)

15:30
Houston Hobby (HOU)
Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN2927
14:10
Midway, Chicago (MDW)

16:45
Houston Hobby (HOU)
Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN3050
22:50
Midway, Chicago (MDW)

01:30(+1)
Houston Hobby (HOU)
Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.
Southwest Airlines WN3050
22:50
Midway, Chicago (MDW)

01:30(+1)
Houston Hobby (HOU)
Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.
Southwest Airlines WN3080
07:45
Midway, Chicago (MDW)

10:20
Houston Hobby (HOU)
Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN3080
08:40
Midway, Chicago (MDW)

11:20
Houston Hobby (HOU)
Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN3125
15:35
Midway, Chicago (MDW)

18:20
Houston Hobby (HOU)
Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN3240
06:15
Midway, Chicago (MDW)

08:50
Houston Hobby (HOU)
Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)
Southwest Airlines WN3240
17:15
Midway, Chicago (MDW)

19:55
Houston Hobby (HOU)
Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN3240
17:15
Midway, Chicago (MDW)

19:55
Houston Hobby (HOU)
Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN3240
18:50
Midway, Chicago (MDW)

21:25
Houston Hobby (HOU)
Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN3240
18:55
Midway, Chicago (MDW)

21:30
Houston Hobby (HOU)
Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
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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 8:00pm.
  • For direct flights, the flight time varies between 2:30 and 2:55.
Return (HOU-MDW) flights
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