Cheapest return flights from Chicago to Cancun in January from $287

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 January 2026 (see full year).

Return flights

16 Jan - 26 Jan Viva Aerobus
12 Jan - 26 Jan Viva Aerobus
19 Jan - 07 Feb Viva Aerobus
19 Jan - 26 Jan Viva Aerobus
16 Jan - 19 Jan Viva Aerobus
16 Jan - 25 Jan Viva Aerobus
12 Jan - 19 Jan Viva Aerobus
12 Jan - 17 Jan Viva Aerobus
12 Jan - 25 Jan Viva Aerobus
19 Jan - 25 Jan Viva Aerobus
22 Jan - 07 Feb Viva Aerobus
22 Jan - 26 Jan Viva Aerobus

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

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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