Cheapest return flights from Chicago to Cancun in January from 259€

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

Return flights

31 Jan - 04 Feb Southwest Airlines
05 Jan - 10 Jan Southwest Airlines
06 Jan - 16 Jan Southwest Airlines
03 Jan - 10 Jan Southwest Airlines
01 Jan - 16 Jan Delta
01 Jan - 14 Jan Delta
11 Jan - 18 Jan Delta
09 Jan - 13 Jan Delta
25 Jan - 31 Jan Delta
10 Jan - 14 Jan Delta
22 Jan - 26 Jan Delta
28 Jan - 01 Feb Southwest Airlines

Also check the deals for one-way flights from Chicago to Cancun in January.

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