AirHint found the following cheapest one-way flights from Chicago (ORD) to Cancun (CUN) in October 2026 (see full year).
One-Way flights
| 03 Oct | Viva | ||
| 06 Oct | Viva | ||
| 21 Oct | Viva | ||
| 07 Oct | Viva | ||
| 17 Oct | Viva | ||
| 13 Oct | Avianca | ||
| 13 Oct | United | direct | |
| 17 Oct | United | direct | |
| 07 Oct | United | direct |
Also check the deals for return flights from Chicago to Cancun in October.
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