Cheapest one-way flights from Chicago to Cancun in August from $133
AirHint found the following cheapest one-way flights from Chicago (MDW) to Cancun (CUN) in August 2025 (see full year).
One-Way flights
| 12 Aug | Aeromexico | ||
| 18 Aug | Aeromexico | ||
| 20 Aug | Aeromexico | ||
| 17 Aug | Aeromexico | ||
| 22 Aug | Aeromexico | ||
| 21 Aug | Aeromexico | ||
| 23 Aug | Aeromexico | ||
| 27 Aug | Aeromexico | ||
| 28 Aug | Frontier Airlines | ||
| 10 Aug | Aeromexico |
Also check the deals for return flights from Chicago to Cancun in August.
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.
