Cheapest one-way flights from Chicago to Cancun in July from $121

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

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

One-Way flights

31 Jul Southwest Airlines direct
05 Jul Southwest Airlines direct
06 Jul Southwest Airlines direct
01 Jul Aeromexico
26 Jul Aeromexico
15 Jul Aeromexico
14 Jul Aeromexico
21 Jul Delta
22 Jul Southwest Airlines
16 Jul Frontier Airlines

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

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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