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Cheap flights from New York (JFK) 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 New York (JFK) to Chicago (CHI)

How to find the cheapest flight from New York (JFK) to Chicago (CHI)
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How to find the cheapest flight from New York (JFK) to Chicago (CHI)
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How to find the cheapest flight from New York (JFK) to Chicago (CHI)
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Cheap flights from New York to Chicago in September , October 2026

30 Sep - 10 Oct $ 294.00
JFK
New York
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
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29 Sep - 19 Oct $ 328.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
Pick dates
29 Sep - 10 Oct $ 343.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
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Last minute flights from New York to Chicago

29 Sep - 30 Sep $ 368.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
Pick dates
28 Sep - 30 Sep $ 371.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
Pick dates
28 Sep - 30 Sep $ 1,382.00
JFK
New York
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
JFK
New York
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One-way flights to Chicago from New York

1:00 PM - 5:02 PM
Frontier Airlines
1 Stops
6h 23m
JFK - CHI
$ 139
Kiwi
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8:10 AM - 8:10 AM
JetBlue Airways
0 Stops
2h 48m
JFK - CHI
$ 181
Kiwi
Pick dates
8:10 AM - 8:10 AM
JetBlue Airways
0 Stops
2h 48m
JFK - CHI
$ 184
Kiwi
Pick dates

How to find the cheapest flight from New York (JFK) to Chicago (CHI)

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