Cheapest return flights from Chicago to Cancun in July from $246

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 July 2025 (see full year).

Return flights

13 Jul - 17 Jul Southwest Airlines direct
05 Jul - 08 Jul Aeromexico
05 Jul - 10 Jul Aeromexico
18 Jul - 22 Jul Aeromexico
03 Jul - 10 Jul Aeromexico
02 Jul - 09 Jul Aeromexico
07 Jul - 11 Jul Southwest Airlines
10 Jul - 19 Jul Southwest Airlines direct
25 Jul - 02 Aug Aeromexico
18 Jul - 21 Jul Southwest Airlines direct
26 Jul - 29 Jul Aeromexico
21 Jul - 01 Aug Frontier Airlines

Also check the deals for one-way flights from Chicago to Cancun in July.

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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