Cheapest one-way flights from Chicago to Cancun in October from $139

AirHint found the following cheapest one-way flights from Chicago (ORD) to Cancun (CUN) in October 2026 (see full year).

One-Way flights

15 Oct jetBlue
15 Oct American Airlines direct

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

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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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