Cheap flights from Chicago to Southwest Pennsylvania

View AU$107 flight on Tue, 2 Sep. 2025Opens in a new window

Popular airlines from Chicago to Southwest Pennsylvania

  • American Airlines

    American Airlines

  • Delta

    Delta

  • United

    United

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Cheap Flights from Chicago (CHI) to Southwest Pennsylvania (PIT)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, 2 Sep. - Tue, 9 Sep.
ORD
Chicago
PIT
Pittsburgh
AU$142 Return, found 6 days ago
AU$142
Return
found 6 days ago
Select American Airlines flight, departing Tue, 2 Sep. from Chicago to Pittsburgh, returning Tue, 9 Sep., priced at AU$142 found 6 days ago
United
Tue, 2 Sep. - Tue, 9 Sep.
ORD
Chicago
PIT
Pittsburgh
AU$213 Return, found 6 days ago
AU$213
Return
found 6 days ago
Select United flight, departing Tue, 2 Sep. from Chicago to Pittsburgh, returning Tue, 9 Sep., priced at AU$213 found 6 days ago
American Airlines
Tue, 2 Sep. - Tue, 9 Sep.
ORD
Chicago
PIT
Pittsburgh
AU$234 Return, found 6 days ago
AU$234
Return
found 6 days ago
Select American Airlines flight, departing Tue, 2 Sep. from Chicago to Pittsburgh, returning Tue, 9 Sep., priced at AU$234 found 6 days ago
United
Tue, 2 Sep. - Tue, 9 Sep.
ORD
Chicago
PIT
Pittsburgh
AU$244 Return, found 6 days ago
AU$244
Return
found 6 days ago
Select United flight, departing Tue, 2 Sep. from Chicago to Pittsburgh, returning Tue, 9 Sep., priced at AU$244 found 6 days ago
Delta
Tue, 2 Sep. - Tue, 9 Sep.
MDW
Chicago
PIT
Pittsburgh
AU$274 Return, found 6 days ago
AU$274
Return
found 6 days ago
Select Delta flight, departing Tue, 2 Sep. from Chicago to Pittsburgh, returning Tue, 9 Sep., priced at AU$274 found 6 days ago
Delta
Tue, 2 Sep. - Tue, 9 Sep.
ORD
Chicago
PIT
Pittsburgh
AU$274 Return, found 6 days ago
AU$274
Return
found 6 days ago
Select Delta flight, departing Tue, 2 Sep. from Chicago to Pittsburgh, returning Tue, 9 Sep., priced at AU$274 found 6 days ago

Find the cheapest month to fly from Chicago (CHI) to Pittsburgh (PIT)

September is typically the cheapest month to fly

From AU$118 - AU$564 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.