$108 Cheap Air Canada flights Toronto (YYZ) to Chicago (ORD)

Use the “Price (lowest to highest)” filter on Expedia to look for cheap Air Canada return flights from YYZ to ORD. Affordable one-way tickets from $108 are available as well.**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 Chicago with Air Canada. You could also find fantastic deals on one-way and return fares in February.

To grab cheap flights from YYZ to ORD with Air Canada, start searching about one month before your intended 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. Want 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.

Air Canada operates direct flights from Pearson Intl. Airport (YYZ) to O’Hare Intl. Airport (ORD), with 28 departures every week. Just apply the “Nonstop” and “Airline” filters while searching on Expedia to show all direct Air Canada flights to ORD.

Take off from Pearson Intl. Airport (YYZ) for O’Hare Intl. Airport (ORD) on a nonstop Air Canada flight, and you’ll be in the air for about 1h 54m.

If you’re looking for flexibility, Tuesday offers the most choice for Air Canada flights from Pearson Intl. Airport (YYZ) to O’Hare Intl. Airport (ORD). You can pick from 4 different departures.

The earliest flight from YYZ to ORD with Air Canada leaves at 8:00AM UTC-5. You’ll land at 9:01AM UTC-6. The final Air Canada flight of the day leaves at 6:40PM UTC-5 and arrives at 7:37PM UTC-6. With 20% fewer cancellations for morning and mid-morning departures, starting your travel day early is typically 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.

Air Canada flights from Pearson Intl. Airport (YYZ) to Chicago arrive at O’Hare Intl. Airport (ORD). This is the main gateway to this destination.

Air Canada makes traveling from YYZ to ORD enjoyable with a 4-star airline rating and an excellent in-flight experience. You may even earn points with Air Canada Aeroplan. Remember to join our 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.

Air Canada typically flies Airbus A220-300 planes for flights from Pearson Intl. Airport (YYZ) to O’Hare Intl. Airport (ORD). This airline also operates the Bombardier CRJ900 on this route. Keep in mind that aircraft type can vary depending on operational needs, so the plane you catch could be different on the day you travel.

Changes are often free within 24 hours of making your booking, but your airline may charge a fee after that time. For more details about modifying your reservation, head to your “Trips,” select your flight and click on “Manage Booking.” If you’d like the flexibility to update your itinerary without additional charges, tick the “Changes included” or “No cancel fee” filter when planning your next getaway.