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

Return flights

28 Sep - 05 Oct	Volaris	direct
07 Sep - 20 Sep	Volaris	direct
06 Sep - 09 Sep	Viva	direct
09 Sep - 13 Sep	Volaris
03 Sep - 23 Sep	Viva
03 Sep - 15 Sep	Viva
03 Sep - 16 Sep	Viva
03 Sep - 07 Sep	Viva
03 Sep - 18 Sep	Viva
20 Sep - 27 Sep	Volaris
30 Sep - 07 Oct	Volaris
03 Sep - 12 Sep	Viva
18 Sep - 01 Oct	Viva
29 Sep - 15 Oct	Viva	direct
18 Sep - 03 Oct	Viva
18 Sep - 02 Oct	Viva
18 Sep - 04 Oct	Viva
30 Sep - 15 Oct	Viva
22 Sep - 01 Oct	Viva	direct
29 Sep - 16 Oct	Viva	direct

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

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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Cheapest return flights from Chicago to Guadalajara in September from 171€

Return flights