All airlines flying from Phoenix Sky Harbor (PHX) to Chicago Midway (MDW).

00:10(+1)

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

00:50(+1)

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

00:50(+1)

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

19:10

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

19:10

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

11:55

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

12:10

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

12:10

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

12:10

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

13:00

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN1924

08:40

13:00

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2052

08:20

13:45

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2130

14:55

19:15

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2130

19:05

23:20

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 WN2162

15:35

20:55

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2170

12:50

18:05

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2170

13:25

18:35

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2170

13:30

18:40

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2170

13:50

18:05

Operates only on 2026-03-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2170

14:25

18:35

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2180

16:55

22:10

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2180

18:10

23:25

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2313

19:30

23:45

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN2313

19:30

23:45

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN2313

19:30

23:45

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN2313

19:30

23:45

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN2313

19:30

23:45

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

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2313

19:30

23:45

Operates only on 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2313

20:35

00:50(+1)

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)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN2313

20:35

00:50(+1)

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)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN2373

05:10

10:25

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2379

12:00

16:20

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2379

19:55

00:10(+1)

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 WN2379

20:10

00:25(+1)

Operates only on 2026-01-05

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 WN2379

20:40

00:55(+1)

Valid until 2026-01-03

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 WN2400

05:00

10:15

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2400

06:00

10:15

Operates only on 2026-03-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2400

08:00

13:25

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2400

09:35

14:55

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN2404

18:40

22:55

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Frontier Airlines F92420

17:24

22:45

Effective 2026-03-08 through 2026-03-26

Mon

Tue
-

Wed
-

Thu

Fri

Sat

Sun

Duration: 3:21, non-stop
Airbus A320neo (32N)

Direct Flights:

Frontier Airlines F92420

17:24

22:45

Operates only on 2026-03-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:21, non-stop
Airbus A320neo (32N)

Direct Flights:

Frontier Airlines F92420

18:24

22:41

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat

Sun
-

Duration: 3:17, non-stop
Airbus A320neo (32N)

Direct Flights:

Frontier Airlines F92420

18:28

23:45

Effective 2026-03-27 through 2026-03-30

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 3:17, non-stop
Airbus A320neo (32N)

Direct Flights:

Frontier Airlines F92420

19:33

23:51

Effective 2026-02-12 through 2026-03-05

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 3:18, non-stop
Airbus A320neo (32N)

Direct Flights:

Frontier Airlines F92420

19:36

23:54

Effective 2026-02-16 through 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:18, non-stop
Airbus A320neo (32N)

Direct Flights:

Southwest Airlines WN2521

18:40

23:55

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2521

18:50

00:05(+1)

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

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 WN2521

19:15

00:35(+1)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN2539

06:00

11:10