Cheapest one-way flights from Chicago to Cancun in January from 129€

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

One-Way flights

30 Jan Frontier Airlines
29 Jan Frontier Airlines
25 Jan Aeromexico
28 Jan Aeromexico
25 Jan Southwest Airlines direct
21 Jan Aeromexico
30 Jan Southwest Airlines direct
29 Jan Southwest Airlines direct
28 Jan Southwest Airlines direct
21 Jan Southwest Airlines direct

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

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.