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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 July , August 2026

28 Jul - 24 Aug $ 180.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
28 Jul - 04 Aug $ 221.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
31 Jul - 04 Aug $ 265.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Orlando

29 Jul - 31 Jul $ 280.00
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
Pick dates
28 Jul - 31 Jul $ 280.00
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
Pick dates
29 Jul - 31 Jul $ 522.00
CHI
Chicago
United Airlines
DIRECT
ORL
Orlando
ORL
Orlando
United Airlines
DIRECT
CHI
Chicago
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One-way flights to Orlando from Chicago

5:13 PM - 5:13 PM
Frontier Airlines
0 Stops
3h 12m
CHI - ORL
$ 103
Kiwi
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5:13 PM - 5:13 PM
Frontier Airlines
0 Stops
3h 12m
CHI - ORL
$ 103
Kiwi
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6:00 AM - 6:00 AM
United Airlines
0 Stops
2h 40m
CHI - ORL
$ 212
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.