Cheapest one-way flights from Chicago to Cancun in January from $125

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

One-Way flights

11 Jan Frontier Airlines
16 Jan Frontier Airlines
15 Jan Frontier Airlines
24 Jan Aeromexico
28 Jan Aeromexico
31 Jan Aeromexico
19 Jan Aeromexico
23 Jan Aeromexico
30 Jan Aeromexico
29 Jan Aeromexico

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

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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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