AirHint found the following cheapest one-way flights from Chicago (ORD) to Cancun (CUN) in May 2026 (see full year).
One-Way flights
| 21 May | Viva | ||
| 22 May | Viva | ||
| 15 May | Viva | ||
| 26 May | Viva | ||
| 05 May | Viva | ||
| 01 May | Viva | ||
| 17 May | Viva | ||
| 15 May | United | direct |
Also check the deals for return flights from Chicago to Cancun in May.
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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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