Cheapest one-way flights from Chicago to Cancun in August from $158

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

One-Way flights

04 Aug Delta
25 Aug Frontier Airlines
03 Aug Southwest Airlines direct
26 Aug Frontier Airlines
19 Aug Frontier Airlines
25 Aug Southwest Airlines direct
09 Aug Frontier Airlines
05 Aug Southwest Airlines
04 Aug Southwest Airlines direct
14 Aug Frontier Airlines

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

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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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