Cheapest return flights from Chicago to Cancun in August from 267€

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

Return flights

31 Aug - 06 Sep Southwest Airlines
13 Aug - 16 Aug Frontier Airlines
31 Aug - 05 Sep Delta
16 Aug - 19 Aug Delta
19 Aug - 26 Aug Delta
16 Aug - 23 Aug Frontier Airlines
17 Aug - 22 Aug Southwest Airlines
02 Aug - 13 Aug Frontier Airlines
17 Aug - 21 Aug Southwest Airlines
08 Aug - 16 Aug Frontier Airlines
13 Aug - 20 Aug Southwest Airlines
09 Aug - 17 Aug Frontier Airlines
28 Aug - 06 Sep Frontier Airlines
28 Aug - 04 Sep Frontier Airlines
30 Aug - 05 Sep Delta
31 Aug - 03 Sep Delta
28 Aug - 03 Sep Aeromexico
29 Aug - 05 Sep Southwest Airlines
28 Aug - 05 Sep Southwest Airlines
27 Aug - 03 Sep Delta

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.

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