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Cheap flights from Orlando (ORL) 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 Orlando (ORL) to Chicago (CHI)

How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)
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How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)
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How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)
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Cheap flights from Orlando to Chicago in November , December 2025

22 Nov - 31 Dec $ 107.00
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
Pick dates
22 Nov - 08 Dec $ 122.00
ORL
Orlando
Spirit Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Spirit Airlines
DIRECT
ORL
Orlando
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22 Nov - 02 Dec $ 167.00
ORL
Orlando
Spirit Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Spirit Airlines
DIRECT
ORL
Orlando
Pick dates

Last minute flights from Orlando to Chicago

22 Nov - 30 Nov $ 199.00
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
Pick dates
22 Nov - 30 Nov $ 205.00
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
Pick dates
22 Nov - 30 Nov $ 328.00
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
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One-way flights to Chicago from Orlando

9:00 PM - 9:00 PM
Spirit Airlines
0 Stops
3h 6m
ORL - CHI
$ 76
Kiwi
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7:46 PM - 7:46 PM
Frontier Airlines
0 Stops
3h 11m
ORL - CHI
$ 81
Kiwi
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7:30 AM - 7:30 AM
United Airlines
0 Stops
3h 3m
ORL - CHI
$ 215
Kiwi
Pick dates

How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)

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