Cheapest return flights from Chicago to Cancun in June from $585

AirHint found the following cheapest return flights from Chicago (MDW) to Cancun (CUN) in June 2026 (see full year).

Return flights

27 Jun - 03 Jul Southwest Airlines
04 Jun - 09 Jun Porter Airlines (Canada) Ltd
18 Jun - 21 Jun WestJet
05 Jun - 10 Jun Porter Airlines (Canada) Ltd
07 Jun - 12 Jun Porter Airlines (Canada) Ltd
02 Jun - 09 Jun Aeromexico

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

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