Cheapest one-way flights from Chicago to Cancun in June from $121

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

AirHint found the following cheapest one-way flights from Chicago (MDW) to Cancun (CUN) in June 2025 (see full year).

One-Way flights

24 Jun Southwest Airlines direct
28 Jun Southwest Airlines direct
08 Jun Southwest Airlines direct
06 Jun Southwest Airlines direct
09 Jun Southwest Airlines direct
22 Jun Southwest Airlines direct
10 Jun Southwest Airlines direct
01 Jun Aeromexico
15 Jun Aeromexico
07 Jun Aeromexico

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

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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