Direct flights from Pittsburgh to Chicago
All flights from PIT to MDW non-stop. There are direct flights from Pittsburgh Airport (PIT), Pennsylvania, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 20 weekly departures are currently scheduled on this route. Departure times range from 07:25 to 21:15 depending on the schedule period. The flight distance is 403 miles (648 km). Flight time ranges from 1 hour and 25 minutes to 1 hour and 45 minutes.
Pittsburgh
, USA
Flight schedule from Pittsburgh to Chicago with Southwest Airlines
This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-10-12
Pittsburgh to Chicago scheduled departures
Select a date to see every published non-stop departure between PIT and MDW.
PIT - MDW route facts
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Distance403 miles (648 km)
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Flight time1 hour and 25 minutes to 1 hour and 45 minutes
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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AircraftBoeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737-700 Passenger (Scimitar Winglets)
Route FAQ
Direct flights from Pittsburgh to IL, USA
From Pittsburgh to Chicago
ORD Chicago O Hare International
