Cheapest one-way flights from Cancun to Chicago in May from $107

AirHint found the following cheapest one-way flights from Cancun (CUN) to Chicago (ORD) in May 2026 (see full year).

One-Way flights

06 May Frontier Airlines direct
20 May Frontier Airlines direct
12 May Spirit Airlines
21 May Arajet
13 May Spirit Airlines
07 May Spirit Airlines
08 May Spirit Airlines
22 May Arajet
28 May Viva
27 May Viva

Also check the deals for return flights from Cancun to Chicago 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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