Cheapest return flights from Chicago to Cancun in July from $267

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

24 Jul - 27 Jul Southwest Airlines direct
28 Jul - 02 Aug Southwest Airlines direct
19 Jul - 03 Aug Aeromexico
19 Jul - 25 Jul Aeromexico
22 Jul - 27 Jul Southwest Airlines
08 Jul - 15 Jul Southwest Airlines
20 Jul - 23 Jul Southwest Airlines
19 Jul - 23 Jul Aeromexico
21 Jul - 25 Jul Aeromexico
11 Jul - 14 Jul Aeromexico
02 Jul - 16 Jul Southwest Airlines
23 Jul - 27 Jul Southwest Airlines
25 Jul - 02 Aug Aeromexico

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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