Cheapest one-way flights from Chicago to Cancun in November from $140

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

One-Way flights

15 Nov Aeromexico
12 Nov Aeromexico
24 Nov Aeromexico
19 Nov Aeromexico
02 Nov Southwest Airlines
21 Nov Porter Airlines (Canada) Ltd
03 Nov Southwest Airlines direct
02 Nov Southwest Airlines direct
20 Nov Aeromexico
22 Nov Aeromexico

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

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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