Cheapest return flights from Chicago to Cancun in February from $301

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

Return flights

19 Feb - 26 Feb Aeromexico
19 Feb - 25 Feb Aeromexico
27 Feb - 03 Mar Aeromexico
02 Feb - 11 Feb Aeromexico
01 Feb - 11 Feb Aeromexico
02 Feb - 07 Feb Aeromexico
03 Feb - 13 Feb Aeromexico
02 Feb - 10 Feb Aeromexico
05 Feb - 09 Feb Aeromexico
02 Feb - 06 Feb Aeromexico
07 Feb - 11 Feb Aeromexico
28 Feb - 03 Mar Frontier Airlines
26 Feb - 02 Mar Frontier Airlines
28 Feb - 07 Mar Frontier Airlines
28 Feb - 05 Mar Frontier Airlines
26 Feb - 01 Mar Frontier Airlines
21 Feb - 01 Mar Frontier Airlines
28 Feb - 05 Mar Southwest Airlines direct
28 Feb - 07 Mar Southwest Airlines direct
25 Feb - 01 Mar Aeromexico

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

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