Cheapest return flights from Chicago to Cancun in June from $296

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 June 2025 (see full year).

Return flights

12 Jun - 16 Jun Aeromexico
10 Jun - 17 Jun Aeromexico
07 Jun - 14 Jun Delta
12 Jun - 18 Jun Delta
11 Jun - 18 Jun Southwest Airlines direct
13 Jun - 16 Jun Aeromexico
29 Jun - 03 Jul Southwest Airlines
03 Jun - 07 Jun Aeromexico
03 Jun - 10 Jun Southwest Airlines
13 Jun - 18 Jun Delta
09 Jun - 14 Jun Delta
29 Jun - 28 Jul Frontier Airlines

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

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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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