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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 May , June 2026

28 May - 24 Jun $ 198.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
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24 May - 03 Jun $ 212.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
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18 May - 10 Jun $ 411.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
Pick dates

Last minute flights from New York to Chicago

27 May - 31 May $ 279.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
Pick dates
24 May - 31 May $ 282.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
Pick dates
18 May - 31 May $ 486.00
JFK
New York
JetBlue Airways
DIRECT
CHI
Chicago
CHI
Chicago
JetBlue Airways
DIRECT
JFK
New York
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One-way flights to Chicago from New York

12:45 PM - 12:45 PM
JetBlue Airways
0 Stops
2h 45m
JFK - CHI
$ 99
Kiwi
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8:59 PM - 8:59 PM
JetBlue Airways
0 Stops
2h 59m
JFK - CHI
$ 99
Kiwi
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6:00 AM - 6:00 AM
JetBlue Airways
0 Stops
2h 44m
JFK - CHI
$ 304
Kiwi
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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.