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Cheap flights from Pittsburgh (PIT) to Chicago (CHI)

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1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
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How to find the cheapest flight from Pittsburgh (PIT) to Chicago (CHI)

How to find the cheapest flight from Pittsburgh (PIT) to Chicago (CHI)
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How to find the cheapest flight from Pittsburgh (PIT) to Chicago (CHI)
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How to find the cheapest flight from Pittsburgh (PIT) to Chicago (CHI)
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Cheap flights from Pittsburgh to Chicago in August , September 2026

31 Aug - 08 Sep $ 382.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
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27 Aug - 05 Sep $ 603.00
PIT
Pittsburgh
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
PIT
Pittsburgh
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27 Aug - 03 Sep $ 674.00
PIT
Pittsburgh
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
PIT
Pittsburgh
Pick dates

Last minute flights from Pittsburgh to Chicago

27 Aug - 31 Aug $ 330.00
PIT
Pittsburgh
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
PIT
Pittsburgh
Pick dates
27 Aug - 31 Aug $ 557.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
Pick dates
27 Aug - 31 Aug $ 557.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
Pick dates

One-way flights to Chicago from Pittsburgh

8:00 AM - 1:37 PM
Allegiant Air
1 Stops
8h 9m
PIT - CHI
$ 108
Kiwi
Pick dates
7:00 AM - 7:00 AM
United Airlines
0 Stops
1h 43m
PIT - CHI
$ 250
Kiwi
Pick dates
7:00 AM - 7:00 AM
United Airlines
0 Stops
1h 43m
PIT - CHI
$ 250
Kiwi
Pick dates

How to find the cheapest flight from Pittsburgh (PIT) to Chicago (CHI)

Related info for your journey
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How to find the cheapest flight from Pittsburgh (PIT) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Pittsburgh (PIT) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.