Flights from Chicago (ORD) to Cancun (CUN) from 372USD*
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Best flight deals from Chicago to Cancun (ORD - CUN)
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Chicago (ORD)to
Cancun (CUN)18/07/2026 - 24/07/2026
Fares from
392USD
Viewed 1 day ago
Round trip
Economy
Chicago (ORD)to
Cancun (CUN)10/07/2026 - 16/07/2026
Fares from
392USD
Viewed 18 hours ago
Round trip
Economy
Chicago (MDW)to
Cancun (CUN)10/05/2026 - 14/05/2026
Fares from
372USD
Viewed 1 hour ago
Round trip
Economy
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.
Plan ahead and save on flights from Chicago to Cancun (ORD - CUN)
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Chicago (ORD) | Cancun (CUN) | Round trip | Economy | 18/07/2026 - 24/07/2026 | Fares from 392USD Viewed 1 day ago |
| Chicago (MDW) | Cancun (CUN) | Round trip | Economy | 10/05/2026 - 14/05/2026 | Fares from 372USD Viewed 1 hour ago |
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.