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

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

Return flights

21 Feb - 26 Feb Southwest Airlines
01 Feb - 11 Feb Delta
21 Feb - 28 Feb Southwest Airlines
24 Feb - 28 Feb Southwest Airlines
08 Feb - 08 Mar Southwest Airlines
07 Feb - 18 Feb Delta
16 Feb - 23 Feb Southwest Airlines
01 Feb - 23 Feb Southwest Airlines
19 Feb - 23 Feb Southwest Airlines
14 Feb - 20 Feb Southwest Airlines direct
08 Feb - 01 Mar Southwest Airlines
01 Feb - 21 Feb Southwest Airlines
25 Feb - 01 Mar Southwest Airlines
08 Feb - 29 Mar Southwest Airlines

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

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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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