Earn point on your loyalty program!arrow arc left

Cheap flights from Chicago (CHI) to Cancun (CUN)

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 Cancun (CUN)

How to find the cheapest flight from Chicago (CHI) to Cancun (CUN)
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 Cancun (CUN)
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 Cancun (CUN)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.

Cheap flights from Chicago to Cancun in April , May 2026

14 Apr - 09 May $ 259.00
CHI
Chicago
Spirit Airlines
1 STOPS
CUN
Cancun
CUN
Cancun
Spirit Airlines
DIRECT
CHI
Chicago
Pick dates
25 Apr - 02 May $ 265.00
CHI
Chicago
Spirit Airlines
DIRECT
CUN
Cancun
CUN
Cancun
Spirit Airlines
DIRECT
CHI
Chicago
Pick dates
08 Apr - 02 May $ 275.00
CHI
Chicago
Spirit Airlines
DIRECT
CUN
Cancun
CUN
Cancun
Spirit Airlines
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Cancun

14 Apr - 30 Apr $ 289.00
CHI
Chicago
AeroMéxico
1 STOPS
CUN
Cancun
CUN
Cancun
AeroMéxico
1 STOPS
CHI
Chicago
Pick dates
25 Apr - 30 Apr $ 309.00
CHI
Chicago
AeroMéxico
DIRECT
CUN
Cancun
CUN
Cancun
AeroMéxico
1 STOPS
CHI
Chicago
Pick dates
11 Apr - 30 Apr $ 397.00
CHI
Chicago
Frontier Airlines
DIRECT
CUN
Cancun
CUN
Cancun
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to Cancun from Chicago

2:35 AM - 8:17 AM
Volaris
1 Stops
9h 19m
CHI - CUN
$ 106
Kiwi
Pick dates
6:30 AM - 6:30 AM
Spirit Airlines
0 Stops
3h 30m
CHI - CUN
$ 125
Kiwi
Pick dates
6:05 AM - 6:05 AM
Spirit Airlines
0 Stops
3h 46m
CHI - CUN
$ 135
Kiwi
Pick dates

How to find the cheapest flight from Chicago (CHI) to Cancun (CUN)

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 Cancun (CUN)
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 Cancun (CUN)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.