Earn point on your loyalty program!arrow arc left

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

Know your dates, get live prices in seconds
airplane logo

pin logo

calendar
Departure
calendar backward
Return
airplane logo
1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
Book Flight + Hotel at the same time

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

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.
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.

Cheap flights from Chicago to Orlando in August , September 2026

31 Aug - 11 Sep $ 119.00
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
Pick dates
22 Aug - 10 Sep $ 171.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
27 Aug - 08 Sep $ 210.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Orlando

24 Aug - 31 Aug $ 183.00
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
Pick dates
22 Aug - 31 Aug $ 204.00
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
Pick dates
27 Aug - 31 Aug $ 238.00
CHI
Chicago
Allegiant Air
DIRECT
ORL
Orlando
ORL
Orlando
Allegiant Air
DIRECT
CHI
Chicago
Pick dates

One-way flights to Orlando from Chicago

7:04 PM - 7:04 PM
Allegiant Air
0 Stops
2h 36m
CHI - ORL
$ 67
Kiwi
Pick dates
5:59 PM - 5:59 PM
Frontier Airlines
0 Stops
3h 12m
CHI - ORL
$ 93
Kiwi
Pick dates
7:44 PM - 7:44 PM
Frontier Airlines
0 Stops
2h 45m
CHI - ORL
$ 132
Kiwi
Pick dates

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

Related info for your journey
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.
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.