Cheap flights from Pittsburgh to Northwest Chicago

View AU$107 flight on Tue, 19 Aug. 2025Opens in a new window

Popular airlines from Pittsburgh to Northwest Chicago

  • 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 Pittsburgh (PIT) to Northwest Chicago (CHI)

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
Wed, 6 Aug. - Mon, 15 Sep.
PIT
Pittsburgh
ORD
Chicago
AU$397 Return, found 6 days ago
AU$397
Return
found 6 days ago
Select American Airlines flight, departing Wed, 6 Aug. from Pittsburgh to Chicago, returning Mon, 15 Sep., priced at AU$397 found 6 days ago
Delta
Wed, 6 Aug. - Mon, 15 Sep.
PIT
Pittsburgh
ORD
Chicago
AU$406 Return, found 6 days ago
AU$406
Return
found 6 days ago
Select Delta flight, departing Wed, 6 Aug. from Pittsburgh to Chicago, returning Mon, 15 Sep., priced at AU$406 found 6 days ago
American Airlines
Wed, 6 Aug. - Mon, 15 Sep.
PIT
Pittsburgh
ORD
Chicago
AU$412 Return, found 6 days ago
AU$412
Return
found 6 days ago
Select American Airlines flight, departing Wed, 6 Aug. from Pittsburgh to Chicago, returning Mon, 15 Sep., priced at AU$412 found 6 days ago
United
Wed, 6 Aug. - Mon, 15 Sep.
PIT
Pittsburgh
ORD
Chicago
AU$442 Return, found 6 days ago
AU$442
Return
found 6 days ago
Select United flight, departing Wed, 6 Aug. from Pittsburgh to Chicago, returning Mon, 15 Sep., priced at AU$442 found 6 days ago
Delta
Wed, 6 Aug. - Mon, 15 Sep.
PIT
Pittsburgh
ORD
Chicago
AU$447 Return, found 6 days ago
AU$447
Return
found 6 days ago
Select Delta flight, departing Wed, 6 Aug. from Pittsburgh to Chicago, returning Mon, 15 Sep., priced at AU$447 found 6 days ago
Delta
Wed, 6 Aug. - Mon, 15 Sep.
PIT
Pittsburgh
ORD
Chicago
AU$453 Return, found 6 days ago
AU$453
Return
found 6 days ago
Select Delta flight, departing Wed, 6 Aug. from Pittsburgh to Chicago, returning Mon, 15 Sep., priced at AU$453 found 6 days ago

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

September is typically the cheapest month to fly

From AU$118 - AU$192 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.