Cheap flights from Chicago to Southwest Pennsylvania

View AU$70 flight on Mon, 18 Aug. 2025Opens in a new window

Popular airlines from Chicago to Southwest Pennsylvania

  • Jetstar

    Jetstar

  • Qantas Airways

    Qantas Airways

  • Virgin Australia

    Virgin Australia

  • Scoot

    Scoot

  • American Airlines

    American Airlines

  • Emirates

    Emirates

  • 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.

United
Thu, 7 Aug. - Tue, 19 Aug.
ORD
Chicago
PIT
Pittsburgh
AU$442 Return, found 3 days ago
AU$442
Return
found 3 days ago
Select United flight, departing Thu, 7 Aug. from Chicago to Pittsburgh, returning Tue, 19 Aug., priced at AU$442 found 3 days ago
Delta
Mon, 11 Aug. - Mon, 18 Aug.
ORD
Chicago
PIT
Pittsburgh
AU$476 Return, found 3 days ago
AU$476
Return
found 3 days ago
Select Delta flight, departing Mon, 11 Aug. from Chicago to Pittsburgh, returning Mon, 18 Aug., priced at AU$476 found 3 days ago
United
Wed, 6 Aug. - Tue, 19 Aug.
ORD
Chicago
PIT
Pittsburgh
AU$513 Return, found 3 days ago
AU$513
Return
found 3 days ago
Select United flight, departing Wed, 6 Aug. from Chicago to Pittsburgh, returning Tue, 19 Aug., priced at AU$513 found 3 days ago
United
Thu, 7 Aug. - Fri, 15 Aug.
ORD
Chicago
PIT
Pittsburgh
AU$514 Return, found 3 days ago
AU$514
Return
found 3 days ago
Select United flight, departing Thu, 7 Aug. from Chicago to Pittsburgh, returning Fri, 15 Aug., priced at AU$514 found 3 days ago
American Airlines
Wed, 6 Aug. - Mon, 18 Aug.
ORD
Chicago
PIT
Pittsburgh
AU$523 Return, found 3 days ago
AU$523
Return
found 3 days ago
Select American Airlines flight, departing Wed, 6 Aug. from Chicago to Pittsburgh, returning Mon, 18 Aug., priced at AU$523 found 3 days ago
American Airlines
Wed, 6 Aug. - Fri, 15 Aug.
ORD
Chicago
PIT
Pittsburgh
AU$584 Return, found 3 days ago
AU$584
Return
found 3 days ago
Select American Airlines flight, departing Wed, 6 Aug. from Chicago to Pittsburgh, returning Fri, 15 Aug., priced at AU$584 found 3 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.