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Cheap flights from Jacksonville (JAX) 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 Jacksonville (JAX) to Chicago (CHI)

How to find the cheapest flight from Jacksonville (JAX) to Chicago (CHI)
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How to find the cheapest flight from Jacksonville (JAX) to Chicago (CHI)
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How to find the cheapest flight from Jacksonville (JAX) to Chicago (CHI)
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Cheap flights from Jacksonville to Chicago in May , June 2026

26 May - 09 Jun $ 396.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
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26 May - 05 Jun $ 472.00
JAX
Jacksonville
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
JAX
Jacksonville
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23 May - 10 Jun $ 631.00
JAX
Jacksonville
JetBlue Airways
1 STOPS
CHI
Chicago
CHI
Chicago
JetBlue Airways
1 STOPS
JAX
Jacksonville
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Last minute flights from Jacksonville to Chicago

24 May - 31 May $ 500.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
Pick dates
24 May - 31 May $ 500.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
Pick dates
20 May - 31 May $ 600.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
Pick dates

One-way flights to Chicago from Jacksonville

8:00 AM - 8:00 AM
United Airlines
0 Stops
2h 50m
JAX - CHI
$ 208
Kiwi
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8:00 AM - 8:00 AM
United Airlines
0 Stops
2h 50m
JAX - CHI
$ 208
Kiwi
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7:20 AM - 7:20 AM
United Airlines
0 Stops
2h 52m
JAX - CHI
$ 208
Kiwi
Pick dates

How to find the cheapest flight from Jacksonville (JAX) to Chicago (CHI)

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