Cheapest one-way flights from Chicago to Cancun in September from $86

Best time to book flights for Chicago (ORD) to Cancun (CUN) flights at AirHint

AirHint found the following cheapest one-way flights from Chicago (ORD) to Cancun (CUN) in September 2025 (see full year).

One-Way flights

26 Sep Viva Aerobus
18 Sep Viva Aerobus
19 Sep Viva Aerobus
29 Sep Viva Aerobus
09 Sep Viva Aerobus
25 Sep Viva Aerobus
08 Sep Viva Aerobus
01 Sep Viva Aerobus
26 Sep American Airlines direct
09 Sep United direct

Also check the deals for return flights from Chicago to Cancun in September.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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