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

Return flights

31 Dec - 21 Jan	Viva
31 Dec - 15 Jan	Viva
31 Dec - 16 Jan	Viva
28 Dec - 15 Jan	Viva
28 Dec - 16 Jan	Viva
03 Dec - 10 Dec	Viva
03 Dec - 05 Dec	Viva
03 Dec - 09 Dec	Viva
03 Dec - 04 Dec	Viva
03 Dec - 08 Dec	Viva
05 Dec - 10 Dec	Viva
05 Dec - 09 Dec	Viva
02 Dec - 10 Dec	Viva
02 Dec - 05 Dec	Viva
02 Dec - 09 Dec	Viva
27 Dec - 15 Jan	Viva
27 Dec - 16 Jan	Viva
26 Dec - 15 Jan	Viva
26 Dec - 16 Jan	Viva
31 Dec - 10 Jan	Viva

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

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 Cancun in December from $319

Return flights