Cheapest one-way flights from Chicago to Cancun in April from $149

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

One-Way flights

13 Apr Southwest Airlines direct
28 Apr Southwest Airlines direct
10 Apr Southwest Airlines direct
09 Apr Delta
07 Apr Delta
14 Apr Delta
29 Apr Delta
17 Apr Frontier Airlines
16 Apr Frontier Airlines
14 Apr Southwest Airlines direct

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

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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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