Cheapest one-way flights from Chicago to Cancun in May from $79

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

AirHint found the following cheapest one-way flights from Chicago (ORD) to Cancun (CUN) in May 2025 (see full year).

One-Way flights

04 May Frontier Airlines direct
19 May Frontier Airlines direct
07 May Frontier Airlines direct
23 May Viva Aerobus
30 May Viva Aerobus
09 May Viva Aerobus
11 May Viva Aerobus
16 May Viva Aerobus
13 May Frontier Airlines direct
10 May Viva Aerobus

Also check the deals for return flights from Chicago to Cancun in May.

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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