Cheapest return flights from Chicago to Cancun in December from $294

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

Return flights

07 Dec - 10 Dec Aeromexico
05 Dec - 09 Dec Aeromexico
06 Dec - 09 Dec Aeromexico
03 Dec - 05 Dec Aeromexico
06 Dec - 13 Dec Aeromexico
03 Dec - 12 Dec Aeromexico
05 Dec - 19 Dec Aeromexico
03 Dec - 09 Dec Aeromexico
09 Dec - 17 Dec Aeromexico
08 Dec - 12 Dec Aeromexico
30 Dec - 15 Jan Frontier Airlines
31 Dec - 07 Jan Aeromexico
17 Dec - 28 Jan Southwest Airlines
30 Dec - 06 Jan Frontier Airlines
29 Dec - 06 Jan Frontier Airlines
31 Dec - 05 Jan Frontier Airlines
20 Dec - 11 Jan Frontier Airlines
25 Dec - 10 Jan Frontier Airlines
23 Dec - 10 Jan Frontier Airlines
01 Dec - 01 Jan Aeromexico

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

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