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

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FLIGHT SCHEDULE
Non-Direct Flights:
Mon 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 Operates only on 2026-03-02
Mon,Thu,Fri 13:05 Phoenix Sky Harbor (PHX) 4 20:20 Chicago Midway (MDW)
Southwest Airlines WN 3329 1-stop Boeing 737-700 (Scimitar Winglets) 5:15 Effective 2026-06-04 through 2026-08-03
Sat 13:00 Phoenix Sky Harbor (PHX) 4 20:30 Chicago Midway (MDW)
Southwest Airlines WN 3718 1-stop Boeing 737 MAX 8 (7M8) 5:30 Effective 2026-03-14 through 2026-04-04
Sat 14:00 Phoenix Sky Harbor (PHX) 4 20:30 Chicago Midway (MDW)
Southwest Airlines WN 3718 1-stop Boeing 737 MAX 8 (7M8) 5:30 Operates only on 2026-03-07
Mon,Thu,Fri 05:35 Phoenix Sky Harbor (PHX) 4 12:00 Chicago Midway (MDW)
Southwest Airlines WN 3814 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-04-09 through 2026-06-01
Sun 07:45 Phoenix Sky Harbor (PHX) 4 14:25 Chicago Midway (MDW)
Southwest Airlines WN 3844 1-stop Boeing 737-800 (73H) 4:40 Effective 2026-04-12 through 2026-05-17
Sun 07:45 Phoenix Sky Harbor (PHX) 4 14:25 Chicago Midway (MDW)
Southwest Airlines WN 3844 1-stop Boeing 737-800 (73H) 4:40 Operates only on 2026-05-31
Sat 08:00 Phoenix Sky Harbor (PHX) 4 14:45 Chicago Midway (MDW)
Southwest Airlines WN 3844 1-stop Boeing 737-800 (73H) 4:45 Effective 2026-04-11 through 2026-05-30
Sun 11:10 Phoenix Sky Harbor (PHX) 4 17:45 Chicago Midway (MDW)
Southwest Airlines WN 3947 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Effective 2026-04-12 through 2026-05-17
Sun 11:10 Phoenix Sky Harbor (PHX) 4 17:45 Chicago Midway (MDW)
Southwest Airlines WN 3947 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Operates only on 2026-05-31
Sun 10:45 Phoenix Sky Harbor (PHX) 4 17:15 Chicago Midway (MDW)
Southwest Airlines WN 4061 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 11:10 Phoenix Sky Harbor (PHX) 4 17:40 Chicago Midway (MDW)
Southwest Airlines WN 4061 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-03-09 through 2026-04-06
Thu,Fri 12:10 Phoenix Sky Harbor (PHX) 4 17:40 Chicago Midway (MDW)
Southwest Airlines WN 4061 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-03-05 through 2026-03-06
Mon,Thu,Fri 11:00 Phoenix Sky Harbor (PHX) 4 17:35 Chicago Midway (MDW)
Southwest Airlines WN 4279 1-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-03-09 through 2026-04-06
Thu,Fri 12:00 Phoenix Sky Harbor (PHX) 4 17:35 Chicago Midway (MDW)
Southwest Airlines WN 4279 1-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-03-05 through 2026-03-06
Sun 07:45 Phoenix Sky Harbor (PHX) 4 14:25 Chicago Midway (MDW)
Southwest Airlines WN 4470 1-stop Boeing 737 MAX 8 (7M8) 4:40 Effective 2026-06-07 through 2026-08-02
Tue,Wed 08:00 Phoenix Sky Harbor (PHX) 4 14:35 Chicago Midway (MDW)
Southwest Airlines WN 4470 1-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-06-09 through 2026-07-29
Mon 13:20 Phoenix Sky Harbor (PHX) 4 20:45 Chicago Midway (MDW)
Southwest Airlines WN 4504 1-stop Boeing 737 MAX 8 (7M8) 6:25 Operates only on 2026-01-05
Mon,Thu,Fri 11:05 Phoenix Sky Harbor (PHX) 4 16:50 Chicago Midway (MDW)
Southwest Airlines WN 4990 1-stop Boeing 737-800 (73H) 4:45 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 11:05 Phoenix Sky Harbor (PHX) 4 16:50 Chicago Midway (MDW)
Southwest Airlines WN 4990 1-stop Boeing 737-800 (73H) 4:45 Effective 2026-02-20 through 2026-03-01
Sun 08:35 Phoenix Sky Harbor (PHX) 4 18:00 Chicago Midway (MDW)
Southwest Airlines WN 478 2-stop Boeing 737-700 (Scimitar Winglets) 7:25 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 10:45 Phoenix Sky Harbor (PHX) 4 19:05 Chicago Midway (MDW)
Southwest Airlines WN 770 2-stop Boeing 737-700 (Scimitar Winglets) 7:20 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 10:45 Phoenix Sky Harbor (PHX) 4 19:05 Chicago Midway (MDW)
Southwest Airlines WN 770 2-stop Boeing 737-700 (Scimitar Winglets) 7:20 Effective 2026-02-20 through 2026-03-01
Mon,Thu,Fri 09:30 Phoenix Sky Harbor (PHX) 4 20:20 Chicago Midway (MDW)
Southwest Airlines WN 1039 2-stop Boeing 737 MAX 8 (7M8) 8:50 Effective 2026-06-04 through 2026-08-03
Sat 05:10 Phoenix Sky Harbor (PHX) 4 13:30 Chicago Midway (MDW)
Southwest Airlines WN 1635 2-stop Boeing 737-700 (Scimitar Winglets) 7:20 Operates only on 2026-01-03
Sat 09:55 Phoenix Sky Harbor (PHX) 4 19:30 Chicago Midway (MDW)
Southwest Airlines WN 1782 2-stop Boeing 737-800 (73H) 7:35 Effective 2026-06-06 through 2026-08-01
Sun 09:40 Phoenix Sky Harbor (PHX) 4 19:40 Chicago Midway (MDW)
Southwest Airlines WN 2141 2-stop Boeing 737 MAX 8 (7M8) 8:00 Operates only on 2026-05-24
Sat 09:10 Phoenix Sky Harbor (PHX) 4 17:35 Chicago Midway (MDW)
Southwest Airlines WN 2697 2-stop Boeing 737-700 (Scimitar Winglets) 6:25 Effective 2026-03-14 through 2026-04-04
Sat 10:10 Phoenix Sky Harbor (PHX) 4 17:35 Chicago Midway (MDW)
Southwest Airlines WN 2697 2-stop Boeing 737-700 (Scimitar Winglets) 6:25 Operates only on 2026-03-07
Sun 09:55 Phoenix Sky Harbor (PHX) 4 21:50 Chicago Midway (MDW)
Southwest Airlines WN 1223 3-stop Boeing 737-700 (Scimitar Winglets) 9:55 Effective 2026-06-07 through 2026-08-02
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Southwest Airlines flights from Phoenix Sky Harbor (PHX) to Chicago Midway (MDW).
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Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Operates only on 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:15, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-14 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:30, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Operates only on 2026-03-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:30, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

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:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:40, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:40, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:45, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:35, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:35, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-09 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-05 through 2026-03-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-09 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:35, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-03-05 through 2026-03-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:35, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:40, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:35, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:25, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:45, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:45, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:25, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 7:20, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 7:20, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 8:50, 2-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:20, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:35, 2-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 8:00, 2-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-03-14 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:25, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-03-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:25, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 9:55, 3-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.