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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)
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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 2026

26 Nov - 15 Dec $ 359.00
PIT
Pittsburgh
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
2 STOPS
PIT
Pittsburgh
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19 Nov - 08 Dec $ 650.00
PIT
Pittsburgh
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
PIT
Pittsburgh
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20 Nov - 02 Dec $ 780.00
PIT
Pittsburgh
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
PIT
Pittsburgh
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Last minute flights from Pittsburgh to Chicago

26 Nov - 30 Nov $ 592.00
PIT
Pittsburgh
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
PIT
Pittsburgh
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19 Nov - 30 Nov $ 1,353.00
PIT
Pittsburgh
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
PIT
Pittsburgh
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20 Nov - 30 Nov $ 1,533.00
PIT
Pittsburgh
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
PIT
Pittsburgh
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One-way flights to Chicago from Pittsburgh

6:59 PM - 10:33 PM
Frontier Airlines
1 Stops
6h 43m
PIT - CHI
$ 166
Kiwi
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11:43 AM - 1:41 PM
Frontier Airlines
1 Stops
29h 9m
PIT - CHI
$ 189
Kiwi
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6:59 PM - 10:38 PM
Frontier Airlines
1 Stops
6h 44m
PIT - CHI
$ 296
Kiwi
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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.