Cheapest one-way flights from Chicago to Cancun in June from $158

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

One-Way flights

02 Jun Delta
01 Jun Frontier Airlines
08 Jun Southwest Airlines direct
07 Jun Frontier Airlines
07 Jun Southwest Airlines direct
26 Jun Delta
01 Jun Southwest Airlines direct
02 Jun Southwest Airlines direct

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

Powered by

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

Feel free to contact us with any feedback or request another flight research.