Cheapest return flights from Chicago to Cancun in May from $183

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 May 2025 (see full year).

Return flights

19 May - 22 May Frontier Airlines direct
18 May - 22 May Frontier Airlines direct
17 May - 23 May Spirit Airlines direct
11 May - 14 May Spirit Airlines
14 May - 17 May Frontier Airlines direct
11 May - 15 May Spirit Airlines
16 May - 23 May Frontier Airlines direct
16 May - 20 May Frontier Airlines direct
10 May - 14 May Spirit Airlines direct
11 May - 14 May Spirit Airlines direct
31 May - 06 Jun Viva Aerobus
31 May - 17 Jun Viva Aerobus
31 May - 19 Jun Viva Aerobus
31 May - 05 Jun Viva Aerobus
31 May - 12 Jun Viva Aerobus
31 May - 03 Jun Viva Aerobus
31 May - 11 Jun Viva Aerobus
15 May - 05 Jun Viva Aerobus
31 May - 14 Jun Viva Aerobus
31 May - 21 Jun Viva Aerobus

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

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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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