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 April , May 2026

27 Apr - 19 May $ 72.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
13 Apr - 08 May $ 103.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
18 Apr - 02 May $ 200.00
CHI
Chicago
Spirit Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Spirit Airlines
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Orlando

27 Apr - 30 Apr $ 78.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
13 Apr - 30 Apr $ 103.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
18 Apr - 30 Apr $ 193.00
CHI
Chicago
Frontier Airlines
DIRECT
ORL
Orlando
ORL
Orlando
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to Orlando from Chicago

6:40 AM - 6:40 AM
Spirit Airlines
0 Stops
2h 44m
CHI - ORL
$ 44
Kiwi
Pick dates
9:06 AM - 9:06 AM
Spirit Airlines
0 Stops
2h 46m
CHI - ORL
$ 69
Kiwi
Pick dates
5:10 AM - 5:10 AM
Spirit Airlines
0 Stops
2h 38m
CHI - ORL
$ 145
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.