$247 Cheap Air Canada flights Chicago (ORD) to Cancun (CUN)

You can find affordable round-trip Air Canada flights from $511 from ORD to CUN by organizing your results from “Price (lowest to highest)” on Expedia. Or look for options from $247 for a one-way trip.**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.

Browse for return or one-way flights to Cancun in October or September. You could find cheaper fares with Air Canada during these off-season months.

Snagging the best Air Canada deals from ORD to CUN often comes down to booking at the right moment. You can save 17% on international flights when you book 18 to 29 days before takeoff instead of four to five months ahead. Better still, you can pocket 17% on average by buying your tickets on a Sunday rather than a Friday, which is often the most expensive day to book.* It’s a good idea to start checking out flights about one month before you want to travel.*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.

Fill in your dates, click search and select “Nonstop” on Expedia to find any direct flights from ORD to CUN with Air Canada or other carriers.

Filter your results by “Early Morning” and “Morning” to browse the earliest flights from ORD to CUN. Heading off early means you’re 20% 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.

Cancun Intl. Airport (CUN) is the main Cancun hub for Air Canada flights from O’Hare Intl. Airport (ORD).

Air Canada makes flying from ORD to CUN more enjoyable with an excellent in-flight experience and top-tier customer service. You also have the chance to earn points with Air Canada Aeroplan. Remember to join Expedia’s free One Key™ rewards program to earn OneKeyCash™*, which can be redeemed on future trips.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Depending on the ticket type you purchased, a fee may apply if you change or cancel your flight more than 24 hours after it’s confirmed. To secure flexible plane tickets, select our “Changes included” and “No cancel fee” boxes when searching for flights. For more information on canceling or changing your reservation, go to “Trips,” select your flight and click on “Manage Booking.”