Cheapest one-way flights from Chicago to Cancun in January from 99€

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

One-Way flights

12 Jan Southwest Airlines direct
08 Jan Delta
24 Jan Delta
26 Jan Delta
09 Jan Delta
09 Jan Southwest Airlines direct
14 Jan Southwest Airlines
16 Jan Southwest Airlines
17 Jan Southwest Airlines
30 Jan Frontier Airlines

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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