Southwest Airlines flights from Phoenix Sky Harbor (PHX) to Chicago Midway (MDW).

FLIGHT SCHEDULE
Direct Flights:
Fri,Sun 17:35 Phoenix Sky Harbor (PHX) 4 21:50 Chicago Midway (MDW) Southwest Airlines WN 4412 Non-stop Boeing 737-700 (Scimitar Winglets) 3:15 Effective 2026-01-02 through 2026-01-04
Sat 19:10 Phoenix Sky Harbor (PHX) 4 23:25 Chicago Midway (MDW) Southwest Airlines WN 4412 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Valid until 2026-01-03
Sun 13:40 Phoenix Sky Harbor (PHX) 4 19:00 Chicago Midway (MDW) Southwest Airlines WN 4418 Non-stop Boeing 737-700 (Scimitar Winglets) 3:20 Effective 2026-06-07 through 2026-08-02
Sat 23:55 Phoenix Sky Harbor (PHX) 4 05:05 Chicago Midway (MDW) Southwest Airlines WN 4488 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Operates only on 2026-03-07 The flight arrives 1 day after departure.
Sat 06:05 Phoenix Sky Harbor (PHX) 4 10:20 Chicago Midway (MDW) Southwest Airlines WN 4506 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Valid until 2026-01-03
Tue,Wed 07:00 Phoenix Sky Harbor (PHX) 4 12:15 Chicago Midway (MDW) Southwest Airlines WN 4536 Non-stop Boeing 737-700 (Scimitar Winglets) 3:15 Effective 2026-03-10 through 2026-04-01
Mon,Tue,Fri,Sun 10:10 Phoenix Sky Harbor (PHX) 4 14:35 Chicago Midway (MDW) Southwest Airlines WN 4545 Non-stop Boeing 737-800 (73H) 3:25 Valid until 2026-01-04
Tue,Wed 09:30 Phoenix Sky Harbor (PHX) 4 14:45 Chicago Midway (MDW) Southwest Airlines WN 4663 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-08-04 through 2026-09-30
Sun 12:20 Phoenix Sky Harbor (PHX) 4 17:35 Chicago Midway (MDW) Southwest Airlines WN 4663 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-08-09 through 2026-09-27
Mon,Tue,Fri,Sun 20:55 Phoenix Sky Harbor (PHX) 4 01:10 Chicago Midway (MDW) Southwest Airlines WN 4770 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Valid until 2026-01-04 The flight arrives 1 day after departure.
Sun 20:40 Phoenix Sky Harbor (PHX) 4 01:55 Chicago Midway (MDW) Southwest Airlines WN 4871 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-04-12 through 2026-05-17 The flight arrives 1 day after departure.
Sun 20:40 Phoenix Sky Harbor (PHX) 4 01:55 Chicago Midway (MDW) Southwest Airlines WN 4871 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Operates only on 2026-05-31 The flight arrives 1 day after departure.
Thu,Fri 23:55 Phoenix Sky Harbor (PHX) 4 04:05 Chicago Midway (MDW) Southwest Airlines WN 4925 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Effective 2026-03-05 through 2026-03-06 The flight arrives 1 day after departure.
Sat 12:20 Phoenix Sky Harbor (PHX) 4 17:35 Chicago Midway (MDW) Southwest Airlines WN 4978 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-08-08 through 2026-09-26
Tue,Wed 15:50 Phoenix Sky Harbor (PHX) 4 21:05 Chicago Midway (MDW) Southwest Airlines WN 4978 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-08-04 through 2026-09-30
Sun 16:20 Phoenix Sky Harbor (PHX) 4 21:40 Chicago Midway (MDW) Southwest Airlines WN 4978 Non-stop Boeing 737-700 (Scimitar Winglets) 3:20 Effective 2026-08-09 through 2026-09-27
Non-Direct Flights:
Sun 11:05 Phoenix Sky Harbor (PHX) 4 17:40 Chicago Midway (MDW) Southwest Airlines WN 172 1-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-03-08 through 2026-04-05
Sat 15:20 Phoenix Sky Harbor (PHX) 4 21:30 Chicago Midway (MDW) Southwest Airlines WN 239 1-stop Boeing 737-800 (73H) 5:10 Valid until 2026-01-03
Sun 14:00 Phoenix Sky Harbor (PHX) 4 21:15 Chicago Midway (MDW) Southwest Airlines WN 245 1-stop Boeing 737-700 (Scimitar Winglets) 5:15 Effective 2026-04-12 through 2026-05-17
Sun 14:00 Phoenix Sky Harbor (PHX) 4 21:15 Chicago Midway (MDW) Southwest Airlines WN 245 1-stop Boeing 737-700 (Scimitar Winglets) 5:15 Operates only on 2026-05-31
Sun 09:05 Phoenix Sky Harbor (PHX) 4 17:55 Chicago Midway (MDW) Southwest Airlines WN 284 1-stop Boeing 737 MAX 8 (7M8) 6:50 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 10:45 Phoenix Sky Harbor (PHX) 4 17:55 Chicago Midway (MDW) Southwest Airlines WN 457 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-03-09 through 2026-04-06
Thu,Fri 11:45 Phoenix Sky Harbor (PHX) 4 17:55 Chicago Midway (MDW) Southwest Airlines WN 457 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-03-05 through 2026-03-06
Tue,Wed 08:50 Phoenix Sky Harbor (PHX) 4 15:30 Chicago Midway (MDW) Southwest Airlines WN 554 1-stop Boeing 737-700 (Scimitar Winglets) 4:40 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 11:00 Phoenix Sky Harbor (PHX) 4 17:40 Chicago Midway (MDW) Southwest Airlines WN 649 1-stop Boeing 737-700 (Scimitar Winglets) 4:40 Effective 2026-04-09 through 2026-06-01
Sun 11:15 Phoenix Sky Harbor (PHX) 4 19:40 Chicago Midway (MDW) Southwest Airlines WN 775 1-stop Boeing 737 MAX 8 (7M8) 6:25 Operates only on 2026-05-24
Mon 08:35 Phoenix Sky Harbor (PHX) 4 14:05 Chicago Midway (MDW) Southwest Airlines WN 878 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2026-01-05
Sat 08:45 Phoenix Sky Harbor (PHX) 4 14:20 Chicago Midway (MDW) Southwest Airlines WN 878 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Operates only on 2026-01-03
Mon,Thu,Fri 14:05 Phoenix Sky Harbor (PHX) 4 20:30 Chicago Midway (MDW) Southwest Airlines WN 1246 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-04-09 through 2026-06-01
Mon,Thu,Fri 05:05 Phoenix Sky Harbor (PHX) 4 12:20 Chicago Midway (MDW) Southwest Airlines WN 1357 1-stop Boeing 737-800 (73H) 5:15 Effective 2026-06-04 through 2026-08-03
Wed,Thu 06:00 Phoenix Sky Harbor (PHX) 4 11:25 Chicago Midway (MDW) Southwest Airlines WN 1623 1-stop Boeing 737-700 (73W) 4:25 Valid until 2026-01-01
Sat 08:50 Phoenix Sky Harbor (PHX) 4 16:45 Chicago Midway (MDW) Southwest Airlines WN 1677 1-stop Boeing 737-700 (Scimitar Winglets) 5:55 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri 13:55 Phoenix Sky Harbor (PHX) 4 20:55 Chicago Midway (MDW) Southwest Airlines WN 1707 1-stop Boeing 737-700 (Scimitar Winglets) 6:00 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 13:55 Phoenix Sky Harbor (PHX) 4 20:55 Chicago Midway (MDW) Southwest Airlines WN 1707 1-stop Boeing 737-700 (Scimitar Winglets) 6:00 Effective 2026-02-20 through 2026-03-01
Sun 11:00 Phoenix Sky Harbor (PHX) 4 17:40 Chicago Midway (MDW) Southwest Airlines WN 2131 1-stop Boeing 737 MAX 8 (7M8) 4:40 Effective 2026-04-12 through 2026-05-17
Sun 11:00 Phoenix Sky Harbor (PHX) 4 17:40 Chicago Midway (MDW) Southwest Airlines WN 2131 1-stop Boeing 737 MAX 8 (7M8) 4:40 Operates only on 2026-05-31
Sun 11:35 Phoenix Sky Harbor (PHX) 4 18:00 Chicago Midway (MDW) Southwest Airlines WN 2157 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-04-12 through 2026-05-17
Sun 11:35 Phoenix Sky Harbor (PHX) 4 18:00 Chicago Midway (MDW) Southwest Airlines WN 2157 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Operates only on 2026-05-31
Sun 12:15 Phoenix Sky Harbor (PHX) 4 20:20 Chicago Midway (MDW) Southwest Airlines WN 2340 1-stop Boeing 737-700 (Scimitar Winglets) 6:05 Effective 2026-06-07 through 2026-08-02
Wed,Thu 12:55 Phoenix Sky Harbor (PHX) 4 19:20 Chicago Midway (MDW) Southwest Airlines WN 2497 1-stop Boeing 737-800 (73H) 5:25 Valid until 2026-01-01
Mon 11:35 Phoenix Sky Harbor (PHX) 4 17:25 Chicago Midway (MDW) Southwest Airlines WN 2562 1-stop Boeing 737-700 (Scimitar Winglets) 4:50 Operates only on 2026-01-05
Tue,Wed 10:10 Phoenix Sky Harbor (PHX) 4 16:55 Chicago Midway (MDW) Southwest Airlines WN 2849 1-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 11:00 Phoenix Sky Harbor (PHX) 4 17:40 Chicago Midway (MDW) Southwest Airlines WN 2849 1-stop Boeing 737 MAX 8 (7M8) 4:40 Effective 2026-03-09 through 2026-04-06
Sun 11:20 Phoenix Sky Harbor (PHX) 4 18:00 Chicago Midway (MDW) Southwest Airlines WN 2849 1-stop Boeing 737 MAX 8 (7M8) 4:40 Effective 2026-03-08 through 2026-04-05
Thu,Fri 12:00 Phoenix Sky Harbor (PHX) 4 17:40 Chicago Midway (MDW) Southwest Airlines WN 2849 1-stop Boeing 737 MAX 8 (7M8) 4:40 Effective 2026-03-05 through 2026-03-06
Thu,Fri,Sun 11:00 Phoenix Sky Harbor (PHX) 4 17:05 Chicago Midway (MDW) Southwest Airlines WN 2906 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-01-11 through 2026-01-16
Mon,Sun 11:00 Phoenix Sky Harbor (PHX) 4 17:05 Chicago Midway (MDW) Southwest Airlines WN 2906 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 11:00 Phoenix Sky Harbor (PHX) 4 17:05 Chicago Midway (MDW) Southwest Airlines WN 2906 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-02-01 through 2026-02-06
Mon,Sun 11:00 Phoenix Sky Harbor (PHX) 4 17:05 Chicago Midway (MDW) Southwest Airlines WN 2906 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 11:00 Phoenix Sky Harbor (PHX) 4 17:05 Chicago Midway (MDW) Southwest Airlines WN 2906 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-02-17 through 2026-02-23

1 2 3 4 5 6 7

A domestic route departing from the Phoenix Sky Harbor airport (PHX) and arriving at Chicago Midway airport (MDW).
The flight distance is 1440 miles, or 2318 km.
The timezone of the departure airport is UTC-7 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
For direct flights, the flight time varies between 3:05 and 3:25.

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Southwest Airlines flights from Phoenix Sky Harbor (PHX) to Chicago Midway (MDW).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN4412

17:35

Phoenix Sky Harbor (PHX) 4

21:50

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 3:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4412

19:10

Phoenix Sky Harbor (PHX) 4

23:25

Chicago Midway (MDW)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4418

13:40

Phoenix Sky Harbor (PHX) 4

19:00

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4488

23:55

Phoenix Sky Harbor (PHX) 4

05:05(+1)

Chicago Midway (MDW)

Operates only on 2026-03-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4506

06:05

Phoenix Sky Harbor (PHX) 4

10:20

Chicago Midway (MDW)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4536

07:00

Phoenix Sky Harbor (PHX) 4

12:15

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4545

10:10

Phoenix Sky Harbor (PHX) 4

14:35

Chicago Midway (MDW)

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 3:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4663

09:30

Phoenix Sky Harbor (PHX) 4

14:45

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4663

12:20

Phoenix Sky Harbor (PHX) 4

17:35

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4770

20:55

Phoenix Sky Harbor (PHX) 4

01:10(+1)

Chicago Midway (MDW)

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4871

20:40

Phoenix Sky Harbor (PHX) 4

01:55(+1)

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4871

20:40

Phoenix Sky Harbor (PHX) 4

01:55(+1)

Chicago Midway (MDW)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4925

23:55

Phoenix Sky Harbor (PHX) 4

04:05(+1)

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4978

12:20

Phoenix Sky Harbor (PHX) 4

17:35

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4978

15:50

Phoenix Sky Harbor (PHX) 4

21:05

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4978

16:20

Phoenix Sky Harbor (PHX) 4

21:40

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN172

11:05

Phoenix Sky Harbor (PHX) 4

17:40

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:35, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN239

15:20

Phoenix Sky Harbor (PHX) 4

21:30

Chicago Midway (MDW)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 5:10, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Southwest Airlines WN245

14:00

Phoenix Sky Harbor (PHX) 4

21:15

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN245

14:00

Phoenix Sky Harbor (PHX) 4

21:15

Chicago Midway (MDW)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN284

09:05

Phoenix Sky Harbor (PHX) 4

17:55

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:50, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN457

10:45

Phoenix Sky Harbor (PHX) 4

17:55

Chicago Midway (MDW)

Effective 2026-03-09 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 5:10, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN457

11:45

Phoenix Sky Harbor (PHX) 4

17:55

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 5:10, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN554

08:50

Phoenix Sky Harbor (PHX) 4

15:30

Chicago Midway (MDW)

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:

Southwest Airlines WN649

11:00

Phoenix Sky Harbor (PHX) 4

17:40

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:40, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN775

11:15

Phoenix Sky Harbor (PHX) 4

19:40

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:25, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN878

08:35

Phoenix Sky Harbor (PHX) 4

14:05

Chicago Midway (MDW)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN878

08:45

Phoenix Sky Harbor (PHX) 4

14:20

Chicago Midway (MDW)

Operates only on 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:35, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN1246

14:05

Phoenix Sky Harbor (PHX) 4

20:30

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN1357

05:05

Phoenix Sky Harbor (PHX) 4

12:20

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 5:15, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Southwest Airlines WN1623

06:00

Phoenix Sky Harbor (PHX) 4

11:25

Chicago Midway (MDW)

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:25, 1-stop
Boeing 737-700 (73W)

Non-Direct Flights:

Southwest Airlines WN1677

08:50

Phoenix Sky Harbor (PHX) 4

16:45

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 5:55, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN1707

13:55

Phoenix Sky Harbor (PHX) 4

20:55

Chicago Midway (MDW)

Effective 2026-02-12 through 2026-02-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 6:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN1707

13:55

Phoenix Sky Harbor (PHX) 4

20:55

Chicago Midway (MDW)

Effective 2026-02-20 through 2026-03-01

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 6:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2131

11:00

Phoenix Sky Harbor (PHX) 4

17:40

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:40, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN2131

11:00

Phoenix Sky Harbor (PHX) 4

17:40

Chicago Midway (MDW)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:40, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN2157

11:35

Phoenix Sky Harbor (PHX) 4

18:00

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2157

11:35

Phoenix Sky Harbor (PHX) 4

18:00

Chicago Midway (MDW)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2340

12:15

Phoenix Sky Harbor (PHX) 4

20:20

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2497

12:55

Phoenix Sky Harbor (PHX) 4

19:20

Chicago Midway (MDW)

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 5:25, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Southwest Airlines WN2562

11:35

Phoenix Sky Harbor (PHX) 4

17:25

Chicago Midway (MDW)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2849

10:10

Phoenix Sky Harbor (PHX) 4

16:55

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:45, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN2849

11:00

Phoenix Sky Harbor (PHX) 4

17:40

Chicago Midway (MDW)

Effective 2026-03-09 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:40, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN2849

11:20

Phoenix Sky Harbor (PHX) 4

18:00

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:40, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN2849

12:00

Phoenix Sky Harbor (PHX) 4

17:40

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:40, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN2906

11:00

Phoenix Sky Harbor (PHX) 4

17:05

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 5:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2906

11:00

Phoenix Sky Harbor (PHX) 4

17:05

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2906

11:00

Phoenix Sky Harbor (PHX) 4

17:05

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 5:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2906

11:00

Phoenix Sky Harbor (PHX) 4

17:05

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 5:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2906

11:00

Phoenix Sky Harbor (PHX) 4

17:05

Chicago Midway (MDW)

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

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 5:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

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A domestic route departing from the Phoenix Sky Harbor airport (PHX) and arriving at Chicago Midway airport (MDW).
The flight distance is 1440 miles, or 2318 km.
The timezone of the departure airport is UTC-7 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
For direct flights, the flight time varies between 3:05 and 3:25.

All PHX-MDW flights

All Southwest Airlines flights

Return (MDW-PHX) flights

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