Airlines with flights from Pittsburgh to Chicago
There are two airlines with scheduled flights between PIT and MDW. Southwest is the only airline with non-stop flights from Pittsburgh Airport to Midway International Airport and the flight time is 1 hour and 30 minutes. You can also connect with Delta via Detroit with a flight time of 3 hours and 3 minutes.
There are two airlines with scheduled flights between PIT and MDW. Southwest is the only airline with non-stop flights from Pittsburgh Airport to Midway International Airport and the flight time is 1 hour and 30 minutes. You can also connect with Delta via Detroit with a flight time of 3 hours and 3 minutes. Choose airline
Direct
Non-stop
1h 30min
Via Detroit
3h 3min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 1 hour and 30 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
26 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
PIT
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN3378
08:45
----
----
08:45
08:45
08:45
08:40
WN3599
----
08:45
08:45
----
----
----
----
WN2757
----
12:50
12:50
----
----
----
----
WN4673
15:50
----
----
15:50
15:50
----
13:15
WN3451
----
----
----
----
----
19:05
----
WN4073
20:10
19:30
19:30
20:10
20:10
----
----
WN2340
----
----
----
----
----
----
19:50
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
-
Total flight time: 3h 03m - 5h 32m.
-
Sky Team Alliance
-
73 flights per week
PIT
Via DTW
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL5319
DL4684
DL4684
06:20
06:20
06:20
06:20
06:20
06:20
06:20
DL5607
DL4688
DL4688
10:25
10:25
10:25
10:25
10:25
10:25
10:25
The timetable & schedule information was updated at 2026-04-21
