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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 December 2025 , January 2026

31 Dec - 07 Jan $ 317.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
Pick dates
16 Dec - 12 Jan $ 541.00
JAX
Jacksonville
United Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
United Airlines
1 STOPS
JAX
Jacksonville
Pick dates
16 Dec - 19 Jan $ 609.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
Pick dates

Last minute flights from Jacksonville to Chicago

25 Dec - 31 Dec $ 325.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
Pick dates
25 Dec - 31 Dec $ 325.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
Pick dates
17 Dec - 31 Dec $ 588.00
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
Pick dates

One-way flights to Chicago from Jacksonville

4:39 PM - 4:39 PM
United Airlines
0 Stops
2h 46m
JAX - CHI
$ 163
Kiwi
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7:40 AM - 7:40 AM
United Airlines
0 Stops
2h 46m
JAX - CHI
$ 163
Kiwi
Pick dates
8:10 AM - 8:10 AM
United Airlines
0 Stops
2h 44m
JAX - CHI
$ 426
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.