Cheapest return flights from Chicago to Cancun in November from $326

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

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

Return flights

12 Nov - 15 Nov Delta
01 Nov - 11 Nov Aeromexico
13 Nov - 18 Nov Aeromexico
06 Nov - 10 Nov Aeromexico
10 Nov - 17 Nov Aeromexico
16 Nov - 22 Nov Aeromexico
18 Nov - 22 Nov Aeromexico
28 Nov - 05 Dec Aeromexico
19 Nov - 23 Nov Aeromexico
26 Nov - 01 Dec Aeromexico
27 Nov - 01 Dec Aeromexico
22 Nov - 29 Nov Porter Airlines (Canada) Ltd
22 Nov - 26 Nov Volaris

Also check the deals for one-way 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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