All airlines flying from Chicago Midway (MDW) to Pittsburgh (PIT).

FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 14:45 Chicago Midway (MDW) 17:05 Pittsburgh (PIT) Southwest Airlines WN 2272 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 14:45 Chicago Midway (MDW) 17:05 Pittsburgh (PIT) Southwest Airlines WN 2272 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-20 through 2026-03-01
Sun 07:40 Chicago Midway (MDW) 10:00 Pittsburgh (PIT) Southwest Airlines WN 2661 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 07:45 Chicago Midway (MDW) 10:05 Pittsburgh (PIT) Southwest Airlines WN 2661 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-03-05 through 2026-04-06
Tue,Wed 07:50 Chicago Midway (MDW) 10:15 Pittsburgh (PIT) Southwest Airlines WN 2661 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-03-10 through 2026-04-01
Sat 07:55 Chicago Midway (MDW) 10:20 Pittsburgh (PIT) Southwest Airlines WN 2661 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-03-07 through 2026-04-04
Sat 07:40 Chicago Midway (MDW) 10:05 Pittsburgh (PIT) Southwest Airlines WN 2798 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-08 through 2026-09-26
Sun 08:30 Chicago Midway (MDW) 11:05 Pittsburgh (PIT) Southwest Airlines WN 2798 Non-stop Boeing 737-800 (73H) 1:35 Effective 2026-08-09 through 2026-09-27
Tue,Wed 08:45 Chicago Midway (MDW) 11:20 Pittsburgh (PIT) Southwest Airlines WN 2798 Non-stop Boeing 737-800 (73H) 1:35 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 13:05 Chicago Midway (MDW) 15:30 Pittsburgh (PIT) Southwest Airlines WN 2798 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-08-06 through 2026-09-28
Mon-Fri 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-06 through 2026-01-14
Thu,Fri,Sun 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-01-11 through 2026-01-16
Tue-Fri,Sun 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-18 through 2026-01-23
Mon,Sun 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-01-19 through 2026-01-25
Mon-Fri 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-26 through 2026-02-04
Thu,Fri,Sun 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-02-01 through 2026-02-06
Tue,Wed,Sun 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-08 through 2026-02-11
Mon,Sun 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-02-17 through 2026-02-23
Tue,Wed 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-18 through 2026-03-04
Mon 13:25 Chicago Midway (MDW) 15:45 Pittsburgh (PIT) Southwest Airlines WN 2865 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Operates only on 2026-03-02
Tue,Wed 12:50 Chicago Midway (MDW) 15:15 Pittsburgh (PIT) Southwest Airlines WN 2866 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 13:35 Chicago Midway (MDW) 16:00 Pittsburgh (PIT) Southwest Airlines WN 2866 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-04 through 2026-08-03
Sat 10:25 Chicago Midway (MDW) 12:50 Pittsburgh (PIT) Southwest Airlines WN 2915 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-14 through 2026-02-28
Sun 15:05 Chicago Midway (MDW) 17:30 Pittsburgh (PIT) Southwest Airlines WN 3033 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 07:40 Chicago Midway (MDW) 10:00 Pittsburgh (PIT) Southwest Airlines WN 3108 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-04-09 through 2026-06-01
Wed,Thu 13:30 Chicago Midway (MDW) 15:50 Pittsburgh (PIT) Southwest Airlines WN 3177 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Valid until 2026-01-01
Mon 21:50 Chicago Midway (MDW) 00:10 Pittsburgh (PIT) Southwest Airlines WN 3177 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Operates only on 2026-01-05 The flight arrives 1 day after departure.
Sat 17:30 Chicago Midway (MDW) 19:50 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-800 (73H) 1:20 Effective 2026-01-10 through 2026-02-07
Mon-Fri 17:40 Chicago Midway (MDW) 20:00 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 17:40 Chicago Midway (MDW) 20:00 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-18 through 2026-01-23
Mon-Fri 17:40 Chicago Midway (MDW) 20:00 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 17:40 Chicago Midway (MDW) 20:00 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-08 through 2026-02-11
Tue,Wed 17:40 Chicago Midway (MDW) 20:00 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-18 through 2026-03-04
Thu,Fri,Sun 18:00 Chicago Midway (MDW) 20:20 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-11 through 2026-01-16
Mon,Sun 18:00 Chicago Midway (MDW) 20:20 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 18:00 Chicago Midway (MDW) 20:20 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-01 through 2026-02-06
Mon,Sun 18:00 Chicago Midway (MDW) 20:20 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 18:00 Chicago Midway (MDW) 20:20 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-17 through 2026-02-23
Mon 18:00 Chicago Midway (MDW) 20:20 Pittsburgh (PIT) Southwest Airlines WN 3245 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Operates only on 2026-03-02
Sun 18:00 Chicago Midway (MDW) 20:25 Pittsburgh (PIT) Southwest Airlines WN 3391 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-09 through 2026-09-27
Tue 18:10 Chicago Midway (MDW) 20:35 Pittsburgh (PIT) Southwest Airlines WN 3688 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-04 through 2026-09-29
Wed 18:10 Chicago Midway (MDW) 20:35 Pittsburgh (PIT) Southwest Airlines WN 3745 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-05 through 2026-09-30
Sat 20:40 Chicago Midway (MDW) 23:05 Pittsburgh (PIT) Southwest Airlines WN 3763 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Operates only on 2026-01-03
Mon,Tue,Fri,Sun 22:10 Chicago Midway (MDW) 00:30 Pittsburgh (PIT) Southwest Airlines WN 3763 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Valid until 2026-01-04 The flight arrives 1 day after departure.
Sun 07:40 Chicago Midway (MDW) 10:00 Pittsburgh (PIT) Southwest Airlines WN 3942 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-04-12 through 2026-05-17
Sun 07:40 Chicago Midway (MDW) 10:00 Pittsburgh (PIT) Southwest Airlines WN 3942 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Operates only on 2026-05-31
Sat 07:45 Chicago Midway (MDW) 10:05 Pittsburgh (PIT) Southwest Airlines WN 3942 Non-stop Boeing 737-800 (73H) 1:20 Effective 2026-04-11 through 2026-05-30
Sat 17:45 Chicago Midway (MDW) 20:10 Pittsburgh (PIT) Southwest Airlines WN 4211 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-06-06 through 2026-08-01
Tue,Wed 18:10 Chicago Midway (MDW) 20:35 Pittsburgh (PIT) Southwest Airlines WN 4211 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-09 through 2026-07-29

1 2 3

A domestic route departing from the Chicago Midway airport (MDW) and arriving at Pittsburgh airport (PIT).
The flight distance is 401 miles, or 645 km.
The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 1:20 and 1:35.

Return (PIT-MDW) flights

Feedback - Disclaimer - Privacy

All airlines flying from Chicago Midway (MDW) to Pittsburgh (PIT).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN2272

14:45

Chicago Midway (MDW)

17:05

Pittsburgh (PIT)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2272

14:45

Chicago Midway (MDW)

17:05

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2661

07:40

Chicago Midway (MDW)

10:00

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2661

07:45

Chicago Midway (MDW)

10:05

Pittsburgh (PIT)

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2661

07:50

Chicago Midway (MDW)

10:15

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2661

07:55

Chicago Midway (MDW)

10:20

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2798

07:40

Chicago Midway (MDW)

10:05

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN2798

08:30

Chicago Midway (MDW)

11:05

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2798

08:45

Chicago Midway (MDW)

11:20

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2798

13:05

Chicago Midway (MDW)

15:30

Pittsburgh (PIT)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2865

13:25

Chicago Midway (MDW)

15:45

Pittsburgh (PIT)

Operates only on 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2866

12:50

Chicago Midway (MDW)

15:15

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2866

13:35

Chicago Midway (MDW)

16:00

Pittsburgh (PIT)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN2915

10:25

Chicago Midway (MDW)

12:50

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN3033

15:05

Chicago Midway (MDW)

17:30

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN3108

07:40

Chicago Midway (MDW)

10:00

Pittsburgh (PIT)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3177

13:30

Chicago Midway (MDW)

15:50

Pittsburgh (PIT)

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3177

21:50

Chicago Midway (MDW)

00:10(+1)

Pittsburgh (PIT)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3245

17:30

Chicago Midway (MDW)

19:50

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3245

17:40

Chicago Midway (MDW)

20:00

Pittsburgh (PIT)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

17:40

Chicago Midway (MDW)

20:00

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

17:40

Chicago Midway (MDW)

20:00

Pittsburgh (PIT)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

17:40

Chicago Midway (MDW)

20:00

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

17:40

Chicago Midway (MDW)

20:00

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

18:00

Chicago Midway (MDW)

20:20

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

18:00

Chicago Midway (MDW)

20:20

Pittsburgh (PIT)

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

18:00

Chicago Midway (MDW)

20:20

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

18:00

Chicago Midway (MDW)

20:20

Pittsburgh (PIT)

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

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

18:00

Chicago Midway (MDW)

20:20

Pittsburgh (PIT)

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

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3245

18:00

Chicago Midway (MDW)

20:20

Pittsburgh (PIT)

Operates only on 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3391

18:00

Chicago Midway (MDW)

20:25

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN3688

18:10

Chicago Midway (MDW)

20:35

Pittsburgh (PIT)

Effective 2026-08-04 through 2026-09-29

Mon
-

Tue

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN3745

18:10

Chicago Midway (MDW)

20:35

Pittsburgh (PIT)

Effective 2026-08-05 through 2026-09-30

Mon
-

Tue
-

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Direct Flights:

Southwest Airlines WN3763

20:40

Chicago Midway (MDW)

23:05

Pittsburgh (PIT)

Operates only on 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN3763

22:10

Chicago Midway (MDW)

00:30(+1)

Pittsburgh (PIT)

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

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

Direct Flights:

Southwest Airlines WN3942

07:40

Chicago Midway (MDW)

10:00

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3942

07:40

Chicago Midway (MDW)

10:00

Pittsburgh (PIT)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3942

07:45

Chicago Midway (MDW)

10:05

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4211

17:45

Chicago Midway (MDW)

20:10

Pittsburgh (PIT)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

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

Direct Flights:

Southwest Airlines WN4211

18:10

Chicago Midway (MDW)

20:35

Pittsburgh (PIT)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

prev Page 2 / 3 next

A domestic route departing from the Chicago Midway airport (MDW) and arriving at Pittsburgh airport (PIT).
The flight distance is 401 miles, or 645 km.
The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 1:20 and 1:35.

Return (PIT-MDW) flights

Feedback - Disclaimer - Privacy