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

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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 Cancun (CUN)

How to find the cheapest flight from Chicago (CHI) to Cancun (CUN)
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How to find the cheapest flight from Chicago (CHI) to Cancun (CUN)
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How to find the cheapest flight from Chicago (CHI) to Cancun (CUN)
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Cheap flights from Chicago to Cancun in December 2025 , January 2026

31 Dec - 16 Jan $ 226.00
CHI
Chicago
Frontier Airlines
DIRECT
CUN
Cancun
CUN
Cancun
Frontier Airlines
DIRECT
CHI
Chicago
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24 Dec - 08 Jan $ 373.00
CHI
Chicago
Spirit Airlines
1 STOPS
CUN
Cancun
CUN
Cancun
Spirit Airlines
1 STOPS
CHI
Chicago
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22 Dec - 08 Jan $ 478.00
CHI
Chicago
Spirit Airlines
DIRECT
CUN
Cancun
CUN
Cancun
Spirit Airlines
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Cancun

31 Dec - 31 Dec $ 297.00
CHI
Chicago
Frontier Airlines
DIRECT
CUN
Cancun
CUN
Cancun
Frontier Airlines
DIRECT
CHI
Chicago
Pick dates
24 Dec - 31 Dec $ 377.00
CHI
Chicago
Frontier Airlines
1 STOPS
CUN
Cancun
CUN
Cancun
Frontier Airlines
DIRECT
CHI
Chicago
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22 Dec - 31 Dec $ 609.00
CHI
Chicago
United Airlines
DIRECT
CUN
Cancun
CUN
Cancun
United Airlines
DIRECT
CHI
Chicago
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One-way flights to Cancun from Chicago

6:05 AM - 6:05 AM
Spirit Airlines
0 Stops
3h 50m
CHI - CUN
$ 112
Kiwi
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7:00 AM - 11:05 AM
Frontier Airlines
1 Stops
9h 12m
CHI - CUN
$ 201
Kiwi
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3:57 PM - 3:57 PM
United Airlines
0 Stops
3h 47m
CHI - CUN
$ 227
Kiwi
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How to find the cheapest flight from Chicago (CHI) to Cancun (CUN)

Related info for your journey
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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.