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

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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 Orlando (ORL)

How to find the cheapest flight from Chicago (CHI) to Orlando (ORL)
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How to find the cheapest flight from Chicago (CHI) to Orlando (ORL)
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How to find the cheapest flight from Chicago (CHI) to Orlando (ORL)
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Cheap flights from Chicago to Orlando in November , December 2026

27 Nov - 25 Dec $ 151.00
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
Pick dates
10 Nov - 08 Dec $ 186.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
1 STOPS
CHI
Chicago
Pick dates
11 Nov - 02 Dec $ 263.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Orlando

27 Nov - 30 Nov $ 294.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
11 Nov - 30 Nov $ 307.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
1 STOPS
CHI
Chicago
Pick dates
10 Nov - 30 Nov $ 364.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to Orlando from Chicago

6:04 PM - 6:04 PM
Allegiant Air
0 Stops
2h 32m
CHI - ORL
$ 88
Kiwi
Pick dates
9:51 AM - 9:51 AM
Frontier Airlines
0 Stops
2h 56m
CHI - ORL
$ 118
Kiwi
Pick dates
9:51 AM - 9:51 AM
Frontier Airlines
0 Stops
2h 56m
CHI - ORL
$ 119
Kiwi
Pick dates

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

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