Cheapest return flights from Chicago to Guadalajara in September from 283€

AirHint found the following cheapest return flights from Chicago (MDW) to Guadalajara (GDL) in September 2025 (see full year).

Return flights

10 Sep - 18 Sep Volaris direct
11 Sep - 15 Sep Frontier Airlines
05 Sep - 24 Sep Frontier Airlines direct
01 Sep - 03 Oct Volaris
04 Sep - 23 Sep Volaris
19 Sep - 12 Oct Volaris
11 Sep - 15 Sep Frontier Airlines direct
29 Sep - 06 Oct Volaris
01 Sep - 03 Oct Frontier Airlines direct
12 Sep - 16 Sep Volaris
01 Sep - 02 Oct Volaris direct
18 Sep - 21 Sep Frontier Airlines
19 Sep - 21 Sep Frontier Airlines
18 Sep - 28 Sep Frontier Airlines
07 Sep - 20 Sep Aeromexico

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

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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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