Cheapest one-way flights from Chicago to Cancun in December from 98€

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

One-Way flights

07 Dec Southwest Airlines direct
06 Dec Southwest Airlines direct
05 Dec Frontier Airlines
01 Dec Delta
13 Dec Southwest Airlines
15 Dec Southwest Airlines
14 Dec Southwest Airlines
15 Dec Southwest Airlines direct
30 Dec Southwest Airlines
04 Dec Southwest Airlines

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

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.