Cheapest return flights from Chicago to Cancun in May from 294€

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

Return flights

09 May - 16 May Frontier Airlines
03 May - 07 May Frontier Airlines
03 May - 07 May Southwest Airlines direct
03 May - 13 May Southwest Airlines direct
11 May - 15 May Southwest Airlines
11 May - 19 May Delta
12 May - 19 May Delta
07 May - 10 May Frontier Airlines
13 May - 18 May Frontier Airlines
08 May - 22 May Southwest Airlines direct
08 May - 16 Jun Southwest Airlines
28 May - 04 Jun Delta
29 May - 01 Jun Southwest Airlines
27 May - 01 Jun Southwest Airlines

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

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