$125 Cheap American Airlines flights Chicago (ORD) to Cancun (CUN)

Finding cheap one-way American Airlines flights from ORD to CUN from $125 on Expedia couldn't be easier — just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly return fares from $204 for your next break.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

To find affordable flights from ORD to CUN with American Airlines, begin searching about one month before your planned departure. You can save 17% when you book your international tickets 18 to 29 days ahead instead of booking four to five months in advance. Another tip? Booking on Sunday offers average savings of 17% compared to Friday (the most expensive day).**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

The earliest American Airlines flight from ORD to CUN takes off at 8:38AM UTC-6, arriving at 1:33PM UTC-5. If you want to head off later in the day, the last American Airlines flight leaves ORD at 9:47AM UTC-6 and lands at CUN at 2:47PM UTC-5. Flying earlier is often a smart option as morning flights are less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.