$138 Cheap United flights Chicago (ORD) to Toronto (YYZ)

Grab cheap return United Airlines flights from $236 from ORD to YYZ by filtering your results from “Price (lowest to highest)” on Expedia. Or search for options from $138 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.

January is one of the most affordable months to travel to Toronto with United Airlines. You could also find excellent prices on one-way and return fares in February.

Landing the best United Airlines deals from ORD to YYZ often comes down to booking at the right time. You can save 17% on international flights when you book 18 to 29 days before takeoff instead of four to five months ahead. As an added bonus, you can pocket 17% on average by buying your fare on a Sunday compared to 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.

Take off on one of United Airlines’s 41 direct weekly flights from O’Hare Intl. Airport (ORD) to Pearson Intl. Airport (YYZ). To see your choices, enter your dates, origin and destination and hit search. Then apply the “Nonstop” and “Airline” filters.

It takes approximately 1h 52m to travel nonstop from O’Hare Intl. Airport (ORD) to Pearson Intl. Airport (YYZ) with United Airlines.

United Airlines has the most flights from O’Hare Intl. Airport (ORD) to Pearson Intl. Airport (YYZ) on Saturday. With up to 6 daily departures, you’ll get the most flexibility on this day.

The earliest flight from ORD to YYZ with United Airlines leaves at 7:05AM UTC-6. You’ll touch down at 9:58AM UTC-5. The last United Airlines flight of the day takes off at 9:13PM UTC-6 and arrives at 11:59PM UTC-5. With approximately 20% fewer cancellations for departures before noon, heading out early is generally the smartest option.**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.

Pearson Intl. Airport (YYZ) is the main arrival point for United Airlines flights from O’Hare Intl. Airport (ORD) to Toronto. But this airline also travels to Buffalo Niagara Intl. Airport (BUF). Make sure you choose Expedia’s “All Airports” option for your destination to see what’s available for your escape in Toronto.

With a rewarding loyalty program, United Airlines is a popular choice for many travelers departing from ORD to YYZ. Plus, if you’re a United Mileage Plus and One Key™ member booking through Expedia, you could earn OneKeyCash™* on eligible flights along with your airline miles.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

For the O’Hare Intl. Airport (ORD) to Pearson Intl. Airport (YYZ) route, United Airlines typically flies Embraer 170 and Embraer 175 planes. Remember that last-minute changes can occur for operational reasons, meaning your flight could be on another aircraft.

Depending on the ticket type you purchased, a fee may apply if you cancel or change your flight more than 24 hours after it has been confirmed. To find flexible plane tickets, select our “Changes included” or “No cancel fee” filter while looking for flights. For more information on modifying or canceling your reservation, visit “Trips,” select your flight and click on “Manage Booking.”