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

FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 06:25 Chicago Midway (MDW) 09:15 Houston Hobby (HOU) Southwest Airlines WN 150 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri,Sun 06:30 Chicago Midway (MDW) 09:25 Houston Hobby (HOU) Southwest Airlines WN 150 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-03-05 through 2026-04-06
Sat 07:20 Chicago Midway (MDW) 10:10 Houston Hobby (HOU) Southwest Airlines WN 150 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-03-07 through 2026-04-04
Tue,Wed 20:25 Chicago Midway (MDW) 22:50 Houston Hobby (HOU) Southwest Airlines WN 207 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-08-04 through 2026-09-30
Mon-Fri 08:55 Chicago Midway (MDW) 11:50 Houston Hobby (HOU) Southwest Airlines WN 259 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 08:55 Chicago Midway (MDW) 11:50 Houston Hobby (HOU) Southwest Airlines WN 259 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-01-18 through 2026-01-23
Mon-Fri 08:55 Chicago Midway (MDW) 11:50 Houston Hobby (HOU) Southwest Airlines WN 259 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 08:55 Chicago Midway (MDW) 11:50 Houston Hobby (HOU) Southwest Airlines WN 259 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-02-08 through 2026-02-11
Tue,Wed 08:55 Chicago Midway (MDW) 11:50 Houston Hobby (HOU) Southwest Airlines WN 259 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 07:25 Chicago Midway (MDW) 09:55 Houston Hobby (HOU) Southwest Airlines WN 282 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-06 through 2026-09-28
Mon,Thu,Fri 20:40 Chicago Midway (MDW) 23:05 Houston Hobby (HOU) Southwest Airlines WN 285 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-08-06 through 2026-09-28
Sat 13:45 Chicago Midway (MDW) 16:15 Houston Hobby (HOU) Southwest Airlines WN 298 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-08-08 through 2026-09-26
Tue,Wed 14:05 Chicago Midway (MDW) 16:35 Houston Hobby (HOU) Southwest Airlines WN 298 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-08-04 through 2026-09-30
Sun 11:10 Chicago Midway (MDW) 13:50 Houston Hobby (HOU) Southwest Airlines WN 300 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2026-05-24
Mon-Fri 15:30 Chicago Midway (MDW) 18:20 Houston Hobby (HOU) Southwest Airlines WN 310 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 15:30 Chicago Midway (MDW) 18:20 Houston Hobby (HOU) Southwest Airlines WN 310 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-18 through 2026-01-23
Mon-Fri 15:30 Chicago Midway (MDW) 18:20 Houston Hobby (HOU) Southwest Airlines WN 310 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 15:30 Chicago Midway (MDW) 18:20 Houston Hobby (HOU) Southwest Airlines WN 310 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-08 through 2026-02-11
Tue,Wed 15:30 Chicago Midway (MDW) 18:20 Houston Hobby (HOU) Southwest Airlines WN 310 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 13:00 Chicago Midway (MDW) 15:35 Houston Hobby (HOU) Southwest Airlines WN 430 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-06 through 2026-09-28
Mon,Thu,Fri 06:55 Chicago Midway (MDW) 09:35 Houston Hobby (HOU) Southwest Airlines WN 455 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-09 through 2026-06-01
Tue,Wed 07:25 Chicago Midway (MDW) 10:05 Houston Hobby (HOU) Southwest Airlines WN 455 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-07 through 2026-06-03
Sat 15:00 Chicago Midway (MDW) 17:40 Houston Hobby (HOU) Southwest Airlines WN 518 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-11 through 2026-05-30
Sun 15:10 Chicago Midway (MDW) 17:50 Houston Hobby (HOU) Southwest Airlines WN 518 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-04-12 through 2026-05-17
Sun 15:10 Chicago Midway (MDW) 17:50 Houston Hobby (HOU) Southwest Airlines WN 518 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2026-05-31
Mon,Thu,Fri 11:35 Chicago Midway (MDW) 14:10 Houston Hobby (HOU) Southwest Airlines WN 709 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-04 through 2026-08-03
Tue,Wed 12:00 Chicago Midway (MDW) 14:35 Houston Hobby (HOU) Southwest Airlines WN 709 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-09 through 2026-07-29
Thu,Fri,Sun 16:10 Chicago Midway (MDW) 19:00 Houston Hobby (HOU) Southwest Airlines WN 762 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-01-11 through 2026-01-16
Mon,Sun 16:10 Chicago Midway (MDW) 19:00 Houston Hobby (HOU) Southwest Airlines WN 762 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 16:10 Chicago Midway (MDW) 19:00 Houston Hobby (HOU) Southwest Airlines WN 762 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-01 through 2026-02-06
Mon,Sun 16:10 Chicago Midway (MDW) 19:00 Houston Hobby (HOU) Southwest Airlines WN 762 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 16:10 Chicago Midway (MDW) 19:00 Houston Hobby (HOU) Southwest Airlines WN 762 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-17 through 2026-02-23
Mon 16:10 Chicago Midway (MDW) 19:00 Houston Hobby (HOU) Southwest Airlines WN 762 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-03-02
Sat 16:25 Chicago Midway (MDW) 19:15 Houston Hobby (HOU) Southwest Airlines WN 762 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-01-10 through 2026-02-07
Wed,Thu 17:15 Chicago Midway (MDW) 20:00 Houston Hobby (HOU) Southwest Airlines WN 874 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2026-01-01
Mon 21:55 Chicago Midway (MDW) 00:35 Houston Hobby (HOU) Southwest Airlines WN 874 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2026-01-05 The flight arrives 1 day after departure.
Mon,Tue,Fri,Sun 22:15 Chicago Midway (MDW) 01:00 Houston Hobby (HOU) Southwest Airlines WN 874 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2026-01-04 The flight arrives 1 day after departure.
Sat 22:35 Chicago Midway (MDW) 01:20 Houston Hobby (HOU) Southwest Airlines WN 874 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2026-01-03 The flight arrives 1 day after departure.
Tue,Wed 21:05 Chicago Midway (MDW) 23:50 Houston Hobby (HOU) Southwest Airlines WN 951 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 21:35 Chicago Midway (MDW) 00:20 Houston Hobby (HOU) Southwest Airlines WN 951 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-03-05 through 2026-04-06 The flight arrives 1 day after departure.
Sat 21:40 Chicago Midway (MDW) 00:25 Houston Hobby (HOU) Southwest Airlines WN 951 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-03-07 through 2026-04-04 The flight arrives 1 day after departure.
Sun 21:55 Chicago Midway (MDW) 00:40 Houston Hobby (HOU) Southwest Airlines WN 951 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-03-08 through 2026-04-05 The flight arrives 1 day after departure.
Mon,Thu,Fri 21:40 Chicago Midway (MDW) 00:10 Houston Hobby (HOU) Southwest Airlines WN 954 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-06-04 through 2026-08-03 The flight arrives 1 day after departure.
Sun 21:40 Chicago Midway (MDW) 00:10 Houston Hobby (HOU) Southwest Airlines WN 954 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-06-07 through 2026-08-02 The flight arrives 1 day after departure.
Tue,Wed 17:35 Chicago Midway (MDW) 20:20 Houston Hobby (HOU) Southwest Airlines WN 1177 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 18:10 Chicago Midway (MDW) 21:00 Houston Hobby (HOU) Southwest Airlines WN 1177 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-05 through 2026-04-06
Sat 18:50 Chicago Midway (MDW) 21:40 Houston Hobby (HOU) Southwest Airlines WN 1177 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-07 through 2026-04-04
Sun 16:10 Chicago Midway (MDW) 18:40 Houston Hobby (HOU) Southwest Airlines WN 1194 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-09 through 2026-09-27
Sat 10:35 Chicago Midway (MDW) 13:15 Houston Hobby (HOU) Southwest Airlines WN 1301 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-06 through 2026-08-01
Tue,Wed 17:50 Chicago Midway (MDW) 20:25 Houston Hobby (HOU) Southwest Airlines WN 1431 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-06-09 through 2026-07-29

1 2 3 4 5

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.

Return (HOU-MDW) flights

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

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN150

06:25

Chicago Midway (MDW)

09:15

Houston Hobby (HOU)

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN150

06:30

Chicago Midway (MDW)

09:25

Houston Hobby (HOU)

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN150

07:20

Chicago Midway (MDW)

10:10

Houston Hobby (HOU)

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN207

20:25

Chicago Midway (MDW)

22:50

Houston Hobby (HOU)

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN259

08:55

Chicago Midway (MDW)

11:50

Houston Hobby (HOU)

Effective 2026-01-06 through 2026-01-14

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN259

08:55

Chicago Midway (MDW)

11:50

Houston Hobby (HOU)

Effective 2026-01-18 through 2026-01-23

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN259

08:55

Chicago Midway (MDW)

11:50

Houston Hobby (HOU)

Effective 2026-01-26 through 2026-02-04

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN259

08:55

Chicago Midway (MDW)

11:50

Houston Hobby (HOU)

Effective 2026-02-08 through 2026-02-11

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN259

08:55

Chicago Midway (MDW)

11:50

Houston Hobby (HOU)

Effective 2026-02-18 through 2026-03-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN282

07:25

Chicago Midway (MDW)

09:55

Houston Hobby (HOU)

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN285

20:40

Chicago Midway (MDW)

23:05

Houston Hobby (HOU)

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN298

13:45

Chicago Midway (MDW)

16:15

Houston Hobby (HOU)

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN298

14:05

Chicago Midway (MDW)

16:35

Houston Hobby (HOU)

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN300

11:10

Chicago Midway (MDW)

13:50

Houston Hobby (HOU)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN310

15:30

Chicago Midway (MDW)

18:20

Houston Hobby (HOU)

Effective 2026-01-06 through 2026-01-14

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN310

15:30

Chicago Midway (MDW)

18:20

Houston Hobby (HOU)

Effective 2026-01-18 through 2026-01-23

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN310

15:30

Chicago Midway (MDW)

18:20

Houston Hobby (HOU)

Effective 2026-01-26 through 2026-02-04

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN310

15:30

Chicago Midway (MDW)

18:20

Houston Hobby (HOU)

Effective 2026-02-08 through 2026-02-11

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN310

15:30

Chicago Midway (MDW)

18:20

Houston Hobby (HOU)

Effective 2026-02-18 through 2026-03-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN430

13:00

Chicago Midway (MDW)

15:35

Houston Hobby (HOU)

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN455

06:55

Chicago Midway (MDW)

09:35

Houston Hobby (HOU)

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN455

07:25

Chicago Midway (MDW)

10:05

Houston Hobby (HOU)

Effective 2026-04-07 through 2026-06-03

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN518

15:00

Chicago Midway (MDW)

17:40

Houston Hobby (HOU)

Effective 2026-04-11 through 2026-05-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN518

15:10

Chicago Midway (MDW)

17:50

Houston Hobby (HOU)

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN518

15:10

Chicago Midway (MDW)

17:50

Houston Hobby (HOU)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN709

11:35

Chicago Midway (MDW)

14:10

Houston Hobby (HOU)

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN709

12:00

Chicago Midway (MDW)

14:35

Houston Hobby (HOU)

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN762

16:10

Chicago Midway (MDW)

19:00

Houston Hobby (HOU)

Effective 2026-01-11 through 2026-01-16

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN762

16:10

Chicago Midway (MDW)

19:00

Houston Hobby (HOU)

Effective 2026-01-19 through 2026-01-25

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN762

16:10

Chicago Midway (MDW)

19:00

Houston Hobby (HOU)

Effective 2026-02-01 through 2026-02-06

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN762

16:10

Chicago Midway (MDW)

19:00

Houston Hobby (HOU)

Effective 2026-02-09 through 2026-02-15

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN762

16:10

Chicago Midway (MDW)

19:00

Houston Hobby (HOU)

Effective 2026-02-17 through 2026-02-23

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN762

16:10

Chicago Midway (MDW)

19:00

Houston Hobby (HOU)

Operates only on 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN762

16:25

Chicago Midway (MDW)

19:15

Houston Hobby (HOU)

Effective 2026-01-10 through 2026-02-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN874

17:15

Chicago Midway (MDW)

20:00

Houston Hobby (HOU)

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN874

21:55

Chicago Midway (MDW)

00:35(+1)

Houston Hobby (HOU)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN874

22:15

Chicago Midway (MDW)

01:00(+1)

Houston Hobby (HOU)

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN874

22:35

Chicago Midway (MDW)

01:20(+1)

Houston Hobby (HOU)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:45, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN951

21:05

Chicago Midway (MDW)

23:50

Houston Hobby (HOU)

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN951

21:35

Chicago Midway (MDW)

00:20(+1)

Houston Hobby (HOU)

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN951

21:40

Chicago Midway (MDW)

00:25(+1)

Houston Hobby (HOU)

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:45, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN951

21:55

Chicago Midway (MDW)

00:40(+1)

Houston Hobby (HOU)

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:45, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN954

21:40

Chicago Midway (MDW)

00:10(+1)

Houston Hobby (HOU)

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN954

21:40

Chicago Midway (MDW)

00:10(+1)

Houston Hobby (HOU)

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN1177

17:35

Chicago Midway (MDW)

20:20

Houston Hobby (HOU)

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1177

18:10

Chicago Midway (MDW)

21:00

Houston Hobby (HOU)

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1177

18:50

Chicago Midway (MDW)

21:40

Houston Hobby (HOU)

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1194

16:10

Chicago Midway (MDW)

18:40

Houston Hobby (HOU)

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1301

10:35

Chicago Midway (MDW)

13:15

Houston Hobby (HOU)

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1431

17:50

Chicago Midway (MDW)

20:25

Houston Hobby (HOU)

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

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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.

Return (HOU-MDW) flights

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