Cheapest return flights from Cancun to Chicago in September from $154

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

Return flights

06 Sep - 13 Sep Frontier Airlines direct
13 Sep - 20 Sep Frontier Airlines direct
04 Sep - 07 Sep Frontier Airlines direct
04 Sep - 09 Sep Frontier Airlines direct
04 Sep - 14 Sep Frontier Airlines direct
13 Sep - 16 Sep Frontier Airlines direct
20 Sep - 23 Sep Frontier Airlines direct
04 Sep - 16 Sep Frontier Airlines direct
13 Sep - 27 Sep Spirit Airlines direct
25 Sep - 30 Sep United direct
13 Sep - 01 Oct Spirit Airlines
27 Sep - 10 Oct Spirit Airlines
27 Sep - 04 Oct Spirit Airlines
27 Sep - 11 Oct Spirit Airlines
27 Sep - 06 Oct Spirit Airlines
20 Sep - 10 Oct Spirit Airlines
20 Sep - 04 Oct Spirit Airlines
20 Sep - 06 Oct Spirit Airlines
27 Sep - 01 Oct Spirit Airlines
27 Sep - 07 Oct Spirit Airlines

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

Skyscanner

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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