AirHint found the following cheapest return flights from Chicago (MDW) to Cancun (CUN) in July 2026 (see full year).
Return flights
| 19 Jul - 23 Jul | Southwest Airlines | ||
| 11 Jul - 15 Jul | Southwest Airlines | direct | |
| 11 Jul - 18 Jul | Southwest Airlines | ||
| 02 Jul - 06 Jul | Southwest Airlines | ||
| 28 Jul - 04 Aug | Delta | ||
| 22 Jul - 02 Aug | WestJet |
Also check the deals for one-way flights from Chicago to Cancun in July.
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