Chicago (MDW) to Pittsburgh (PIT) flights
One airline flies nonstop from Chicago (MDW) to Pittsburgh (PIT): Southwest Airlines. The two airports are 400 miles (643 km) apart. There are also 17 ways to fly it with one stop, through Detroit, Louisville and Saint Louis and more.
Airlines flying nonstop from MDW to PIT
- Southwest AirlinesNot in an allianceWho books it
MDW to PIT with one stop
17 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Louisville (SDF)Southwest Airlines, then Breeze Airways
- Via Saint Louis (STL)Southwest Airlines the whole way
- Via Washington (DCA)Southwest Airlines, then American Airlines
- Via Baltimore (BWI)Southwest Airlines the whole way
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Philadelphia (PHL)Southwest Airlines, then American Airlines
- Via Charlotte (CLT)Southwest Airlines, then American Airlines
- Via Raleigh/Durham (RDU)Southwest Airlines, then American Airlines and Breeze Airways
- Via Norfolk (ORF)Southwest Airlines, then Breeze Airways
- Via New York (LGA)Southwest Airlines, then American Airlines and Delta Air Lines
- Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Atlanta (ATL)Delta Air Lines and Southwest Airlines the whole way
- Via Hartford (BDL)Southwest Airlines, then Breeze Airways
- Via Myrtle Beach (MYR)Southwest Airlines the whole way
MDW to PIT: common questions
Which airlines fly nonstop from MDW to PIT?
Southwest Airlines flies nonstop from Chicago (MDW) to Pittsburgh (PIT).
How far is Chicago from Pittsburgh by plane?
Chicago (MDW) and Pittsburgh (PIT) are 400 miles (643 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MDW to PIT cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to PIT with taxes and fees.
Where can I connect between Chicago and Pittsburgh?
The most direct connections are through Detroit (DTW), Louisville (SDF), Saint Louis (STL), Washington (DCA) and Baltimore (BWI). On 7 of them the same airline flies both flights, for example Delta Air Lines through Detroit.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.