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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)
Save up to 31%
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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 October , November 2026

24 Oct - 18 Nov $ 307.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
JFK
New York
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24 Oct - 10 Nov $ 307.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
JFK
New York
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20 Oct - 10 Nov $ 309.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
JFK
New York
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Last minute flights from New York to Chicago

24 Oct - 31 Oct $ 392.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
JFK
New York
Pick dates
23 Oct - 31 Oct $ 392.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
JFK
New York
Pick dates
20 Oct - 31 Oct $ 393.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
JFK
New York
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One-way flights to Chicago from New York

9:30 AM - 9:30 AM
JetBlue Airways
0 Stops
2h 54m
JFK - CHI
$ 195
Kiwi
Pick dates
8:15 PM - 8:15 PM
JetBlue Airways
0 Stops
2h 55m
JFK - CHI
$ 195
Kiwi
Pick dates
9:30 AM - 9:30 AM
JetBlue Airways
0 Stops
2h 54m
JFK - CHI
$ 197
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.