Cheapest return flights from Chicago to Cancun in August from $245

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

AirHint found the following cheapest return flights from Chicago (MDW) to Cancun (CUN) in August 2025 (see full year).

Return flights

17 Aug - 21 Aug Southwest Airlines direct
13 Aug - 20 Aug Delta
27 Aug - 31 Aug Aeromexico
15 Aug - 19 Aug Delta
31 Aug - 07 Sep Aeromexico
09 Aug - 16 Aug Delta
09 Aug - 12 Aug Delta
14 Aug - 19 Aug Delta
08 Aug - 12 Aug Aeromexico
07 Aug - 10 Aug Frontier Airlines
05 Aug - 09 Aug Frontier Airlines

Also check the deals for one-way flights from Chicago to Cancun in August.

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.

Book a cheap hotel in Cancun

Cheap car rent in Cancun