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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 October , November 2026

28 Oct - 06 Nov $ 158.00
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
Pick dates
06 Oct - 07 Nov $ 189.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
1 STOPS
CHI
Chicago
Pick dates
08 Oct - 07 Nov $ 357.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Orlando

28 Oct - 31 Oct $ 170.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
1 STOPS
CHI
Chicago
Pick dates
06 Oct - 31 Oct $ 189.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
1 STOPS
CHI
Chicago
Pick dates
08 Oct - 31 Oct $ 357.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to Orlando from Chicago

9:34 AM - 9:34 AM
Allegiant Air
0 Stops
2h 30m
CHI - ORL
$ 96
Kiwi
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3:50 PM - 3:50 PM
Frontier Airlines
0 Stops
2h 56m
CHI - ORL
$ 117
Kiwi
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8:26 AM - 8:26 AM
Frontier Airlines
0 Stops
2h 39m
CHI - ORL
$ 229
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.