Feb 18, 2017 · Cheap Flights from Pittsburgh (PIT) to Chicago (ORD) start at $66 for one-way and $143 for round trip. Earn your airline miles on top of our rewards!

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

Find flights to Chicago from $54. Fly from Pittsburgh on Frontier, Spirit Airlines, Southwest and more. Search for Chicago flights on KAYAK now to find the best deal.

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

The cheapest round-trip flight from Pittsburgh to Chicago starts at $137 from Thu, Feb 20 to Mon, Feb 24. The cheapest one-way flight starts at $69 and departs on Wed, Feb 19.

Fly with Spirit Airlines and get a great deal on flights from Pittsburgh to Chicago. With Spirit's Bare Fare™ You Pay Only the Services You Need!

Find flights to Chicago O'Hare Airport from $61. Fly from Pittsburgh on American Airlines, United Airlines, Spirit Airlines and more. Search for Chicago O'Hare Airport flights on KAYAK now to …

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

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

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