Cheapest return flights from Chicago to Cancun in November from $397

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

25 Nov - 27 Nov Aeromexico
04 Nov - 13 Nov Aeromexico
03 Nov - 07 Nov Southwest Airlines
27 Nov - 03 Dec Aeromexico
15 Nov - 18 Nov Aeromexico
01 Nov - 11 Nov Aeromexico
27 Nov - 04 Dec Aeromexico
15 Nov - 22 Nov Aeromexico
28 Nov - 05 Dec Southwest Airlines
26 Nov - 02 Dec Aeromexico
24 Nov - 30 Nov Volaris
06 Nov - 10 Nov Volaris
05 Nov - 09 Nov Volaris
25 Nov - 30 Nov Volaris
28 Nov - 02 Dec Aeromexico

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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