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

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Mon 05:20 Chicago Midway (MDW) 11:55 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 209 2-stop Boeing 737-700 (Scimitar Winglets) 7:35 Effective 2026-02-23 through 2026-03-02
Tue,Wed 08:15 Chicago Midway (MDW) 14:25 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 209 2-stop Boeing 737-700 (Scimitar Winglets) 7:10 Effective 2026-02-10 through 2026-02-11
Tue,Wed 08:15 Chicago Midway (MDW) 14:25 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 209 2-stop Boeing 737-700 (Scimitar Winglets) 7:10 Effective 2026-02-18 through 2026-03-04
Sun 16:05 Chicago Midway (MDW) 21:00 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 1363 2-stop Boeing 737-800 (73H) 6:55 Effective 2026-06-07 through 2026-08-02
Tue,Wed 10:00 Chicago Midway (MDW) 15:15 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2104 2-stop Boeing 737-700 (Scimitar Winglets) 7:15 Effective 2026-06-09 through 2026-07-29
Thu,Fri,Sun 05:20 Chicago Midway (MDW) 11:55 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2631 2-stop Boeing 737-700 (Scimitar Winglets) 7:35 Effective 2026-01-11 through 2026-01-16
Mon,Sun 05:20 Chicago Midway (MDW) 11:55 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2631 2-stop Boeing 737-700 (Scimitar Winglets) 7:35 Effective 2026-01-19 through 2026-01-25
Sun 05:20 Chicago Midway (MDW) 11:55 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2631 2-stop Boeing 737-700 (Scimitar Winglets) 7:35 Operates only on 2026-02-01
Mon-Fri 08:15 Chicago Midway (MDW) 14:25 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2631 2-stop Boeing 737-700 (Scimitar Winglets) 7:10 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 08:15 Chicago Midway (MDW) 14:25 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2631 2-stop Boeing 737-700 (Scimitar Winglets) 7:10 Effective 2026-01-18 through 2026-01-23
Mon-Fri 08:15 Chicago Midway (MDW) 14:25 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2631 2-stop Boeing 737-700 (Scimitar Winglets) 7:10 Effective 2026-01-26 through 2026-02-04
Sun 08:15 Chicago Midway (MDW) 14:25 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2631 2-stop Boeing 737-700 (Scimitar Winglets) 7:10 Operates only on 2026-02-08
Sat 10:15 Chicago Midway (MDW) 15:50 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 3691 2-stop Boeing 737-700 (Scimitar Winglets) 6:35 Operates only on 2026-03-07
Sat 10:15 Chicago Midway (MDW) 14:50 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 3691 2-stop Boeing 737-700 (Scimitar Winglets) 6:35 Effective 2026-03-14 through 2026-04-04
Sat 10:30 Chicago Midway (MDW) 15:45 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 3810 2-stop Boeing 737-700 (Scimitar Winglets) 7:15 Effective 2026-04-11 through 2026-05-30
Tue,Wed 08:10 Chicago Midway (MDW) 18:10 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 1355 3-stop Boeing 737 MAX 8 (7M8) 12:00 Effective 2026-06-09 through 2026-07-29
Thu,Fri 12:50 Chicago Midway (MDW) 20:40 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2837 3-stop Boeing 737-700 (Scimitar Winglets) 8:50 Effective 2026-03-05 through 2026-03-06
Mon,Thu,Fri 12:50 Chicago Midway (MDW) 19:40 Phoenix Sky Harbor (PHX) 4
Southwest Airlines WN 2837 3-stop Boeing 737-700 (Scimitar Winglets) 8:50 Effective 2026-03-09 through 2026-04-06
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Southwest Airlines flights from Chicago Midway (MDW) to Phoenix Sky Harbor (PHX).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Southwest Airlines WN209
05:20
Chicago Midway (MDW)

11:55
Phoenix Sky Harbor (PHX) 4
Effective 2026-02-23 through 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 7:35, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN209
08:15
Chicago Midway (MDW)

14:25
Phoenix Sky Harbor (PHX) 4
Effective 2026-02-10 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 7:10, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN209
08:15
Chicago Midway (MDW)

14:25
Phoenix Sky Harbor (PHX) 4
Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 7:10, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN1363
16:05
Chicago Midway (MDW)

21:00
Phoenix Sky Harbor (PHX) 4
Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:55, 2-stop
Boeing 737-800 (73H)
Non-Direct Flights:
Southwest Airlines WN2104
10:00
Chicago Midway (MDW)

15:15
Phoenix Sky Harbor (PHX) 4
Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 7:15, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2631
05:20
Chicago Midway (MDW)

11:55
Phoenix Sky Harbor (PHX) 4
Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 7:35, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2631
05:20
Chicago Midway (MDW)

11:55
Phoenix Sky Harbor (PHX) 4
Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:35, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2631
05:20
Chicago Midway (MDW)

11:55
Phoenix Sky Harbor (PHX) 4
Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:35, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2631
08:15
Chicago Midway (MDW)

14:25
Phoenix Sky Harbor (PHX) 4
Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 7:10, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2631
08:15
Chicago Midway (MDW)

14:25
Phoenix Sky Harbor (PHX) 4
Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 7:10, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2631
08:15
Chicago Midway (MDW)

14:25
Phoenix Sky Harbor (PHX) 4
Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 7:10, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2631
08:15
Chicago Midway (MDW)

14:25
Phoenix Sky Harbor (PHX) 4
Operates only on 2026-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 7:10, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN3691
10:15
Chicago Midway (MDW)

15:50
Phoenix Sky Harbor (PHX) 4
Operates only on 2026-03-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:35, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN3691
10:15
Chicago Midway (MDW)

14:50
Phoenix Sky Harbor (PHX) 4
Effective 2026-03-14 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:35, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN3810
10:30
Chicago Midway (MDW)

15:45
Phoenix Sky Harbor (PHX) 4
Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:15, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN1355
08:10
Chicago Midway (MDW)

18:10
Phoenix Sky Harbor (PHX) 4
Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 12:00, 3-stop
Boeing 737 MAX 8 (7M8)
Non-Direct Flights:
Southwest Airlines WN2837
12:50
Chicago Midway (MDW)

20:40
Phoenix Sky Harbor (PHX) 4
Effective 2026-03-05 through 2026-03-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 8:50, 3-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2837
12:50
Chicago Midway (MDW)

19:40
Phoenix Sky Harbor (PHX) 4
Effective 2026-03-09 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 8:50, 3-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Chicago Midway airport (MDW) and arriving at Phoenix Sky Harbor airport (PHX).
  • The flight distance is 1440 miles, or 2318 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-7 . 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 3:35 and 4:10.
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