Airlines with flights from Chicago to Pittsburgh
There are two airlines with scheduled flights between MDW and PIT. Southwest is the only airline with non-stop flights from Midway International Airport to Pittsburgh Airport and the flight time is 1 hour and 25 minutes. You can also connect with Delta via Detroit with a flight time of 2 hours and 46 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 1 hour and 25 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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24 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
MDW
Direct
PIT
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
WN846
07:45
07:50
07:50
07:45
07:45
07:45
07:40
WN2866
13:35
12:50
12:50
13:35
13:35
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WN3033
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15:05
WN4211
18:50
18:10
18:10
18:50
18:50
17:45
18:55
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
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Total flight time: 2h 46m - 5h 20m.
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Sky Team Alliance
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95 flights per week
MDW
Via DTW
PIT
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
DL4674
DL4640
DL4640
09:17
09:17
09:17
09:17
09:17
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09:17
DL4688
DL3598
DL3598
13:16
13:16
13:16
13:16
13:16
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13:16
DL4690
DL5369
DL5369
18:58
18:58
18:58
18:58
18:58
18:35
18:58
The timetable & schedule information was updated at 2026-04-21

There are two airlines with scheduled flights between MDW and PIT. Southwest is the only airline with non-stop flights from Midway International Airport to Pittsburgh Airport and the flight time is 1 hour and 25 minutes. You can also connect with Delta via Detroit with a flight time of 2 hours and 46 minutes.