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

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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 April , May 2026

30 Apr - 08 May $ 368.00
JFK
New York
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
JFK
New York
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30 Apr - 08 May $ 495.00
JFK
New York
Sun Country Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Sun Country Airlines
1 STOPS
JFK
New York
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26 Apr - 08 May $ 898.00
JFK
New York
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
JFK
New York
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Last minute flights from New York to Chicago

29 Apr - 01 May $ 478.00
JFK
New York
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
JFK
New York
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26 Apr - 01 May $ 755.00
JFK
New York
Sun Country Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Sun Country Airlines
1 STOPS
JFK
New York
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26 Apr - 30 Apr $ 1,080.00
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

11:54 AM - 5:30 PM
Sun Country Airlines
1 Stops
8h 12m
JFK - CHI
$ 273
Kiwi
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1:00 PM - 6:26 PM
Frontier Airlines
1 Stops
7h 31m
JFK - CHI
$ 274
Kiwi
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11:24 AM - 4:12 PM
Sun Country Airlines
1 Stops
7h 24m
JFK - CHI
$ 453
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.