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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 April , May 2026

30 Apr - 04 May $ 245.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
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14 Apr - 05 May $ 896.00
PIT
Pittsburgh
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
PIT
Pittsburgh
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11 Apr - 05 May $ 923.00
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

28 Apr - 30 Apr $ 227.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
Pick dates
14 Apr - 30 Apr $ 449.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
Pick dates
14 Apr - 30 Apr $ 449.00
PIT
Pittsburgh
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PIT
Pittsburgh
Pick dates

One-way flights to Chicago from Pittsburgh

10:49 AM - 10:49 AM
United Airlines
0 Stops
1h 46m
PIT - CHI
$ 69
Kiwi
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8:54 AM - 8:54 AM
United Airlines
0 Stops
1h 56m
PIT - CHI
$ 322
Kiwi
Pick dates
10:49 AM - 10:49 AM
United Airlines
0 Stops
1h 46m
PIT - CHI
$ 326
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.