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

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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 Chicago (CHI) to Jacksonville (JAX)

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

28 May - 07 Jun $ 426.00
CHI
Chicago
JetBlue Airways
1 STOPS
JAX
Jacksonville
JAX
Jacksonville
JetBlue Airways
1 STOPS
CHI
Chicago
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31 May - 09 Jun $ 443.00
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
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23 May - 04 Jun $ 945.00
CHI
Chicago
JetBlue Airways
1 STOPS
JAX
Jacksonville
JAX
Jacksonville
JetBlue Airways
1 STOPS
CHI
Chicago
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Last minute flights from Chicago to Jacksonville

24 May - 31 May $ 495.00
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
Pick dates
24 May - 31 May $ 495.00
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
Pick dates
29 May - 31 May $ 500.00
CHI
Chicago
United Airlines
DIRECT
JAX
Jacksonville
JAX
Jacksonville
United Airlines
DIRECT
CHI
Chicago
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One-way flights to Jacksonville from Chicago

6:10 PM - 6:10 PM
United Airlines
0 Stops
2h 36m
CHI - JAX
$ 208
Kiwi
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11:00 AM - 11:00 AM
United Airlines
0 Stops
2h 38m
CHI - JAX
$ 208
Kiwi
Pick dates
6:15 AM - 10:30 AM
JetBlue Airways
1 Stops
6h 7m
CHI - JAX
$ 211
Kiwi
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How to find the cheapest flight from Chicago (CHI) to Jacksonville (JAX)

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