Cheapest return flights from Chicago to Cancun in December from $342

Best time to book flights for Chicago (ORD) to Cancun (CUN) flights at AirHint

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

Return flights

29 Dec - 19 Jan Viva Aerobus
29 Dec - 17 Jan Viva Aerobus
04 Dec - 11 Dec Volaris
12 Dec - 16 Dec Viva Aerobus
13 Dec - 16 Dec Viva Aerobus
12 Dec - 21 Dec Viva Aerobus
12 Dec - 17 Dec Viva Aerobus
13 Dec - 21 Dec Viva Aerobus
13 Dec - 17 Dec Viva Aerobus
15 Dec - 16 Dec Viva Aerobus
17 Dec - 21 Dec Viva Aerobus
15 Dec - 21 Dec Viva Aerobus
29 Dec - 06 Jan Viva Aerobus
17 Dec - 06 Jan Viva Aerobus
24 Dec - 06 Jan Viva Aerobus
29 Dec - 07 Jan Aeromexico
26 Dec - 06 Jan Viva Aerobus
23 Dec - 06 Jan Viva Aerobus
29 Dec - 03 Jan Viva Aerobus
17 Dec - 07 Jan Viva Aerobus

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

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.

Book a cheap hotel in Cancun

Cheap car rent in Cancun