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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 September , October 2026

29 Sep - 05 Oct $ 402.00
CHI
Chicago
Volaris
1 STOPS
CUN
Cancun
CUN
Cancun
Volaris
1 STOPS
CHI
Chicago
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28 Sep - 10 Oct $ 489.00
CHI
Chicago
Frontier Airlines
1 STOPS
CUN
Cancun
CUN
Cancun
Frontier Airlines
DIRECT
CHI
Chicago
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26 Sep - 20 Oct $ 757.00
CHI
Chicago
United Airlines
DIRECT
CUN
Cancun
CUN
Cancun
United Airlines
DIRECT
CHI
Chicago
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Last minute flights from Chicago to Cancun

29 Sep - 01 Oct $ 444.00
CHI
Chicago
Volaris
1 STOPS
CUN
Cancun
CUN
Cancun
Volaris
1 STOPS
CHI
Chicago
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28 Sep - 30 Sep $ 512.00
CHI
Chicago
Air Canada
1 STOPS
CUN
Cancun
CUN
Cancun
Air Canada
1 STOPS
CHI
Chicago
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27 Sep - 30 Sep $ 733.00
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

1:40 AM - 11:10 AM
Volaris
1 Stops
12h 48m
CHI - CUN
$ 205
Kiwi
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6:25 AM - 10:50 AM
Frontier Airlines
1 Stops
6h 12m
CHI - CUN
$ 240
Kiwi
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10:46 AM - 10:46 AM
United Airlines
0 Stops
3h 40m
CHI - CUN
$ 289
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.