Direct flights from Chicago to Pittsburgh
All flights from MDW to PIT non-stop. There are direct flights from Chicago Midway International, Illinois, USA to Pittsburgh Airport (PIT), Pennsylvania, USA every day of the week with Southwest Airlines. The flight distance is 403 miles and the trip usually takes about 1 hour and 20 minutes.
Airlines with non-stop routes:

Southwest Airlines
Flight schedule from Chicago to Pittsburgh 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 2025-04-22
Chicago to Pittsburgh flight departures
Select a date to see all scheduled flight departures between MDW to PIT.
MDW - PIT information
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Distance403 miles (648 km)
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Flight time1 hour and 20 minutes
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Airlines
Southwest
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AlliancesOne WorldSky TeamStar Alliance
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ClassesEconomyBusinessFirst Class
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Southwest AircraftBoeing 737 Passenger
Direct flights from Chicago to PA, USA

From Chicago to Philadelphia
PHL Philadelphia International Airport