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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 November , December 2025

24 Nov - 17 Dec $ 278.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
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23 Nov - 08 Dec $ 997.00
PIT
Pittsburgh
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
PIT
Pittsburgh
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23 Nov - 07 Dec $ 1,019.00
PIT
Pittsburgh
Hawaiian Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Hawaiian Airlines
1 STOPS
PIT
Pittsburgh
Pick dates

Last minute flights from Pittsburgh to Chicago

25 Nov - 30 Nov $ 452.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
Pick dates
25 Nov - 30 Nov $ 452.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
Pick dates
25 Nov - 30 Nov $ 455.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
Pick dates

One-way flights to Chicago from Pittsburgh

7:01 AM - 7:01 AM
United Airlines
0 Stops
1h 44m
PIT - CHI
$ 150
Kiwi
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2:11 PM - 2:11 PM
United Airlines
0 Stops
1h 44m
PIT - CHI
$ 150
Kiwi
Pick dates
5:47 PM - 5:47 PM
United Airlines
0 Stops
1h 44m
PIT - CHI
$ 150
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.