Cheap Flights from Chicago (ORD) to Pittsburgh (PIT) start at $61 for one-way and $123 for round trip. Earn your airline miles on top of our rewards!

Find United Airlines cheap flights from Chicago to Pittsburgh. Enjoy a Chicago to Pittsburgh modern flight experience in premium cabins with Wi-Fi.

Our data shows that the cheapest route for a return flight from Chicago to Pittsburgh cost $167 and was between Chicago O'Hare Intl Airport (ORD) and Pittsburgh (PIT). On average, the best prices are found if you fly from Chicago Midway Airport (MDW) to Pittsburgh (PIT).

There are 6 ways to get from Chicago to Pittsburgh by plane, train (Amtrak), bus (Flixbus), car, or bus. Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Flights from Chicago to Pittsburgh. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to Pittsburgh. Find the best flights fast, track...

Are you searching for American Airlines flights from Chicago to Pittsburgh? Find the best selections and fly in style.

Fly one-way from Chicago (Midway) to Pittsburgh starting at $163. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

Find the best deals on flights from Chicago (CHIA) to Pittsburgh International (PIT). Compare prices from hundreds of major travel agents and airlines, all in one search.

Chicago (MDW) to Pittsburgh (PIT) flight schedule. The monthly calendar shows every direct flight departure from Chicago Midway International (MDW) with all airlines. Click on a date to see a list of flights or search for the best prices.

Cheap Flights from Chicago (MDW) to Pittsburgh (PIT) start at $89 for one-way and $120 for round trip. Earn your airline miles on top of our rewards!