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

FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 08:45 Phoenix Sky Harbor (PHX) 4 14:00 Chicago Midway (MDW) Southwest Airlines WN 758 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-04-07 through 2026-06-03
Sun 08:45 Phoenix Sky Harbor (PHX) 4 14:00 Chicago Midway (MDW) Southwest Airlines WN 758 Non-stop Boeing 737-800 (73H) 3:15 Operates only on 2026-05-24
Sun 15:30 Phoenix Sky Harbor (PHX) 4 20:50 Chicago Midway (MDW) Southwest Airlines WN 770 Non-stop Boeing 737 MAX 8 (7M8) 3:20 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 06:00 Phoenix Sky Harbor (PHX) 4 11:20 Chicago Midway (MDW) Southwest Airlines WN 820 Non-stop Boeing 737-800 (73H) 3:20 Effective 2026-08-06 through 2026-09-28
Mon-Fri 05:00 Phoenix Sky Harbor (PHX) 4 09:15 Chicago Midway (MDW) Southwest Airlines WN 1119 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-01-06 through 2026-01-14
Mon-Fri 05:00 Phoenix Sky Harbor (PHX) 4 09:15 Chicago Midway (MDW) Southwest Airlines WN 1119 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-01-20 through 2026-02-04
Tue,Wed,Sun 05:00 Phoenix Sky Harbor (PHX) 4 09:15 Chicago Midway (MDW) Southwest Airlines WN 1119 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-02-08 through 2026-02-11
Tue,Wed 05:00 Phoenix Sky Harbor (PHX) 4 09:15 Chicago Midway (MDW) Southwest Airlines WN 1119 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 08:05 Phoenix Sky Harbor (PHX) 4 13:20 Chicago Midway (MDW) Southwest Airlines WN 1129 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-08-06 through 2026-09-28
Sat 16:55 Phoenix Sky Harbor (PHX) 4 22:15 Chicago Midway (MDW) Southwest Airlines WN 1129 Non-stop Boeing 737-800 (73H) 3:20 Effective 2026-08-08 through 2026-09-26
Tue,Wed 17:40 Phoenix Sky Harbor (PHX) 4 22:55 Chicago Midway (MDW) Southwest Airlines WN 1129 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-08-04 through 2026-09-30
Sun 19:05 Phoenix Sky Harbor (PHX) 4 00:20 Chicago Midway (MDW) Southwest Airlines WN 1129 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-08-09 through 2026-09-27 The flight arrives 1 day after departure.
Mon,Tue,Fri,Sun 14:35 Phoenix Sky Harbor (PHX) 4 18:50 Chicago Midway (MDW) Southwest Airlines WN 1165 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Valid until 2026-01-04
Sat 15:35 Phoenix Sky Harbor (PHX) 4 19:50 Chicago Midway (MDW) Southwest Airlines WN 1165 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Valid until 2026-01-03
Sat 11:05 Phoenix Sky Harbor (PHX) 4 15:20 Chicago Midway (MDW) Southwest Airlines WN 1200 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-01-10 through 2026-02-07
Sun 05:40 Phoenix Sky Harbor (PHX) 4 10:55 Chicago Midway (MDW) Southwest Airlines WN 1294 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-06-07 through 2026-08-02
Mon 15:25 Phoenix Sky Harbor (PHX) 4 19:40 Chicago Midway (MDW) Southwest Airlines WN 1394 Non-stop Boeing 737-800 (73H) 3:15 Operates only on 2026-01-05
Thu 16:40 Phoenix Sky Harbor (PHX) 4 20:55 Chicago Midway (MDW) Southwest Airlines WN 1394 Non-stop Boeing 737-700 (73W) 3:15 Valid until 2026-01-01
Sat 08:10 Phoenix Sky Harbor (PHX) 4 12:25 Chicago Midway (MDW) Southwest Airlines WN 1412 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Valid until 2026-01-03
Sat 07:00 Phoenix Sky Harbor (PHX) 4 12:20 Chicago Midway (MDW) Southwest Airlines WN 1467 Non-stop Boeing 737 MAX 8 (7M8) 3:20 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri 07:30 Phoenix Sky Harbor (PHX) 4 12:45 Chicago Midway (MDW) Southwest Airlines WN 1521 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-04-09 through 2026-06-01
Sun 18:45 Phoenix Sky Harbor (PHX) 4 23:55 Chicago Midway (MDW) Southwest Airlines WN 1525 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 18:55 Phoenix Sky Harbor (PHX) 4 00:05 Chicago Midway (MDW) Southwest Airlines WN 1525 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-03-09 through 2026-04-06 The flight arrives 1 day after departure.
Tue,Wed 19:00 Phoenix Sky Harbor (PHX) 4 00:10 Chicago Midway (MDW) Southwest Airlines WN 1525 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-03-10 through 2026-04-01 The flight arrives 1 day after departure.
Thu,Fri 19:55 Phoenix Sky Harbor (PHX) 4 00:05 Chicago Midway (MDW) Southwest Airlines WN 1525 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-03-05 through 2026-03-06 The flight arrives 1 day after departure.
Sat 20:45 Phoenix Sky Harbor (PHX) 4 01:55 Chicago Midway (MDW) Southwest Airlines WN 1525 Non-stop Boeing 737-800 (73H) 3:10 Effective 2026-03-14 through 2026-04-04 The flight arrives 1 day after departure.
Sat 21:45 Phoenix Sky Harbor (PHX) 4 01:55 Chicago Midway (MDW) Southwest Airlines WN 1525 Non-stop Boeing 737-800 (73H) 3:10 Operates only on 2026-03-07 The flight arrives 1 day after departure.
Sat 06:35 Phoenix Sky Harbor (PHX) 4 10:50 Chicago Midway (MDW) Southwest Airlines WN 1563 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 07:35 Phoenix Sky Harbor (PHX) 4 11:50 Chicago Midway (MDW) Southwest Airlines WN 1563 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 07:35 Phoenix Sky Harbor (PHX) 4 11:50 Chicago Midway (MDW) Southwest Airlines WN 1563 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-02-20 through 2026-03-01
Tue,Wed 11:50 Phoenix Sky Harbor (PHX) 4 17:05 Chicago Midway (MDW) Southwest Airlines WN 1614 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-04-07 through 2026-06-03
Tue,Wed 10:35 Phoenix Sky Harbor (PHX) 4 15:50 Chicago Midway (MDW) Southwest Airlines WN 1713 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-03-10 through 2026-04-01
Sat 07:40 Phoenix Sky Harbor (PHX) 4 11:55 Chicago Midway (MDW) Southwest Airlines WN 1823 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-01-10 through 2026-01-31
Thu,Fri,Sun 07:55 Phoenix Sky Harbor (PHX) 4 12:10 Chicago Midway (MDW) Southwest Airlines WN 1823 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-01-11 through 2026-01-16
Mon,Sun 07:55 Phoenix Sky Harbor (PHX) 4 12:10 Chicago Midway (MDW) Southwest Airlines WN 1823 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-01-19 through 2026-01-25
Sun 07:55 Phoenix Sky Harbor (PHX) 4 12:10 Chicago Midway (MDW) Southwest Airlines WN 1823 Non-stop Boeing 737-800 (73H) 3:15 Operates only on 2026-02-01
Mon-Fri 08:50 Phoenix Sky Harbor (PHX) 4 13:10 Chicago Midway (MDW) Southwest Airlines WN 1823 Non-stop Boeing 737-800 (73H) 3:20 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 08:50 Phoenix Sky Harbor (PHX) 4 13:10 Chicago Midway (MDW) Southwest Airlines WN 1823 Non-stop Boeing 737-800 (73H) 3:20 Effective 2026-01-18 through 2026-01-23
Mon-Fri 08:50 Phoenix Sky Harbor (PHX) 4 13:10 Chicago Midway (MDW) Southwest Airlines WN 1823 Non-stop Boeing 737-800 (73H) 3:20 Effective 2026-01-26 through 2026-02-04
Sun 08:50 Phoenix Sky Harbor (PHX) 4 13:10 Chicago Midway (MDW) Southwest Airlines WN 1823 Non-stop Boeing 737-800 (73H) 3:20 Operates only on 2026-02-08
Sun 18:55 Phoenix Sky Harbor (PHX) 4 00:10 Chicago Midway (MDW) Southwest Airlines WN 1863 Non-stop Boeing 737-800 (73H) 3:15 Operates only on 2026-05-24 The flight arrives 1 day after departure.
Sun 19:35 Phoenix Sky Harbor (PHX) 4 00:50 Chicago Midway (MDW) Southwest Airlines WN 1863 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 19:35 Phoenix Sky Harbor (PHX) 4 00:50 Chicago Midway (MDW) Southwest Airlines WN 1863 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Operates only on 2026-05-31 The flight arrives 1 day after departure.
Sat 14:00 Phoenix Sky Harbor (PHX) 4 19:10 Chicago Midway (MDW) Southwest Airlines WN 1917 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-03-14 through 2026-04-04
Sat 15:00 Phoenix Sky Harbor (PHX) 4 19:10 Chicago Midway (MDW) Southwest Airlines WN 1917 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Operates only on 2026-03-07
Sat 07:40 Phoenix Sky Harbor (PHX) 4 11:55 Chicago Midway (MDW) Southwest Airlines WN 1924 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Operates only on 2026-02-07
Mon,Thu,Fri 07:55 Phoenix Sky Harbor (PHX) 4 12:10 Chicago Midway (MDW) Southwest Airlines WN 1924 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 07:55 Phoenix Sky Harbor (PHX) 4 12:10 Chicago Midway (MDW) Southwest Airlines WN 1924 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-15 through 2026-02-19
Mon 07:55 Phoenix Sky Harbor (PHX) 4 12:10 Chicago Midway (MDW) Southwest Airlines WN 1924 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-23 through 2026-03-02
Tue,Wed 08:40 Phoenix Sky Harbor (PHX) 4 13:00 Chicago Midway (MDW) Southwest Airlines WN 1924 Non-stop Boeing 737-800 (73H) 3:20 Effective 2026-02-10 through 2026-02-11

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.

Feedback - Disclaimer - Privacy

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

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN758

08:45

Phoenix Sky Harbor (PHX) 4

14:00

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN758

08:45

Phoenix Sky Harbor (PHX) 4

14:00

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN770

15:30

Phoenix Sky Harbor (PHX) 4

20:50

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 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN820

06:00

Phoenix Sky Harbor (PHX) 4

11:20

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1119

05:00

Phoenix Sky Harbor (PHX) 4

09:15

Chicago Midway (MDW)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1119

05:00

Phoenix Sky Harbor (PHX) 4

09:15

Chicago Midway (MDW)

Effective 2026-01-20 through 2026-02-04

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1119

05:00

Phoenix Sky Harbor (PHX) 4

09:15

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN1119

05:00

Phoenix Sky Harbor (PHX) 4

09:15

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1129

08:05

Phoenix Sky Harbor (PHX) 4

13:20

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1129

16:55

Phoenix Sky Harbor (PHX) 4

22:15

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1129

17:40

Phoenix Sky Harbor (PHX) 4

22:55

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1129

19:05

Phoenix Sky Harbor (PHX) 4

00:20(+1)

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)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN1165

14:35

Phoenix Sky Harbor (PHX) 4

18:50

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)

Direct Flights:

Southwest Airlines WN1165

15:35

Phoenix Sky Harbor (PHX) 4

19:50

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 WN1200

11:05

Phoenix Sky Harbor (PHX) 4

15:20

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN1294

05:40

Phoenix Sky Harbor (PHX) 4

10:55

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN1394

15:25

Phoenix Sky Harbor (PHX) 4

19:40

Chicago Midway (MDW)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1394

16:40

Phoenix Sky Harbor (PHX) 4

20:55

Chicago Midway (MDW)

Valid until 2026-01-01

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:15, non-stop
Boeing 737-700 (73W)

Direct Flights:

Southwest Airlines WN1412

08:10

Phoenix Sky Harbor (PHX) 4

12:25

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 WN1467

07:00

Phoenix Sky Harbor (PHX) 4

12:20

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1521

07:30

Phoenix Sky Harbor (PHX) 4

12:45

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1525

18:45

Phoenix Sky Harbor (PHX) 4

23:55

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1525

18:55

Phoenix Sky Harbor (PHX) 4

00:05(+1)

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN1525

19:00

Phoenix Sky Harbor (PHX) 4

00:10(+1)

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN1525

19:55

Phoenix Sky Harbor (PHX) 4

00:05(+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 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN1525

20:45

Phoenix Sky Harbor (PHX) 4

01:55(+1)

Chicago Midway (MDW)

Effective 2026-03-14 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:10, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN1525

21:45

Phoenix Sky Harbor (PHX) 4

01:55(+1)

Chicago Midway (MDW)

Operates only on 2026-03-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:10, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN1563

06:35

Phoenix Sky Harbor (PHX) 4

10:50

Chicago Midway (MDW)

Effective 2026-02-14 through 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN1563

07:35

Phoenix Sky Harbor (PHX) 4

11:50

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1563

07:35

Phoenix Sky Harbor (PHX) 4

11:50

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN1614

11:50

Phoenix Sky Harbor (PHX) 4

17:05

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1713

10:35

Phoenix Sky Harbor (PHX) 4

15:50

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 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1823

07:40

Phoenix Sky Harbor (PHX) 4

11:55

Chicago Midway (MDW)

Effective 2026-01-10 through 2026-01-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN1823

07:55

Phoenix Sky Harbor (PHX) 4

12:10

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN1823

07:55

Phoenix Sky Harbor (PHX) 4

12:10

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN1823

07:55

Phoenix Sky Harbor (PHX) 4

12:10

Chicago Midway (MDW)

Operates only on 2026-02-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN1823

08:50

Phoenix Sky Harbor (PHX) 4

13:10

Chicago Midway (MDW)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1823

08:50

Phoenix Sky Harbor (PHX) 4

13:10

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 3:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1823

08:50

Phoenix Sky Harbor (PHX) 4

13:10

Chicago Midway (MDW)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1823

08:50

Phoenix Sky Harbor (PHX) 4

13:10

Chicago Midway (MDW)

Operates only on 2026-02-08

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1863

18:55

Phoenix Sky Harbor (PHX) 4

00:10(+1)

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:15, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN1863

19:35

Phoenix Sky Harbor (PHX) 4

00:50(+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 WN1863

19:35

Phoenix Sky Harbor (PHX) 4

00:50(+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 WN1917

14:00

Phoenix Sky Harbor (PHX) 4

19:10

Chicago Midway (MDW)

Effective 2026-03-14 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1917

15:00

Phoenix Sky Harbor (PHX) 4

19:10

Chicago Midway (MDW)

Operates only on 2026-03-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1924

07:40

Phoenix Sky Harbor (PHX) 4

11:55

Chicago Midway (MDW)

Operates only on 2026-02-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN1924

07:55

Phoenix Sky Harbor (PHX) 4

12:10

Chicago Midway (MDW)

Effective 2026-02-05 through 2026-02-09

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1924

07:55

Phoenix Sky Harbor (PHX) 4

12:10

Chicago Midway (MDW)

Effective 2026-02-15 through 2026-02-19

Mon
-

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN1924

07:55

Phoenix Sky Harbor (PHX) 4

12:10

Chicago Midway (MDW)

Effective 2026-02-23 through 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1924

08:40

Phoenix Sky Harbor (PHX) 4

13:00

Chicago Midway (MDW)

Effective 2026-02-10 through 2026-02-11

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:20, non-stop
Boeing 737-800 (73H)

prev Page 2 / 7 next

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

Feedback - Disclaimer - Privacy