Cheapest return flights from Cancun to Chicago in September from $291

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

Return flights

23 Sep - 28 Sep Viva
18 Sep - 28 Sep Viva
11 Sep - 14 Sep Arajet
01 Sep - 19 Sep Spirit Airlines
23 Sep - 25 Sep Viva
01 Sep - 17 Sep Spirit Airlines
18 Sep - 25 Sep Viva
20 Sep - 28 Sep Viva
23 Sep - 26 Sep Viva
18 Sep - 26 Sep Viva
23 Sep - 12 Oct Viva
23 Sep - 13 Oct Viva

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

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