$102 Cheap Flights from Toronto (YYZ) to Chicago (ORD)

Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Toronto to Chicago (YYZ-ORD)

Prices were available within the past 7 days and start at $102 for one-way flights and $153 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
United
Air Canada
American Airlines
Air Canada
Air Canada
American Airlines
American Airlines
Delta
Porter Airlines

Find the cheapest month to fly from Toronto (YYZ) to Chicago (ORD)

September is typically the cheapest month to fly

From $164 - $184 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Frequently asked questions

How much does a flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD) cost?
Lock in a cheap one-way flight from $102 or cheap return flight from $153 from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
January is the least expensive month to fly from YYZ to ORD. Timing your trip outside of the busy season is often the key to finding better fares.
Which airlines fly direct from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
Enjoy an uninterrupted journey to O'Hare Intl. Airport (ORD). 3 carriers operate nonstop flights from Pearson Intl. Airport (YYZ), including:

  • United Airlines
  • Air Canada
  • American Airlines

What is the cheapest airline that flies from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
The cheapest airline to offer flights between Pearson Intl. Airport (YYZ) and O'Hare Intl. Airport (ORD) will vary based on your travel plans. American Airlines and Air Canada are just some good options offering reasonable prices. Use Expedia's filters to compare airlines in one place and find the right YYZ to ORD flight for your budget.
How many flights per day from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
When jetting out of Pearson Intl. Airport (YYZ), you'll have a choice from an average of 13 daily nonstop flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
The 6 AM departures from YYZ to ORD are the most sought after. These flights can come with a higher price due to their popularity. If you want to save money, pick a less crowded time to fly.
What day of the week has the most flights from YYZ to ORD?
If you depart on a Wednesday, you'll get the widest range of choices for flights from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
Pearson Intl. Airport (YYZ)'s earliest flight to O'Hare Intl. Airport (ORD) is at approximately 6:15AM UTC-5. With a total flight time of 2h 15m, you'll land at around 7:30AM UTC-6.
How long does it take to fly from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
Flights from YYZ to ORD have an average travel time of 2 hours and 5 minutes. The distance between the two is 440 mi.
What airline has the least delays from YYZ to ORD?
British Airways has the strongest track record for on-time direct flights from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD), with an on-time score of 88%. Use the Expedia App to look up your journey status before you leave and get real-time alerts about any changes.
What is the best time to fly from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
To avoid possible delays on the Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD) route, aim to travel before 3 PM. Flights after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Pearson Intl. Airport (YYZ)?
If you're traveling on a direct flight from Pearson Intl. Airport (YYZ) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until right before your break to book a ticket from YYZ to ORD generally means paying more. While you may find some last-minute discounts, they're not always guaranteed. Be flexible with your itinerary for a better chance of getting a bargain.
Is it cheaper to book a YYZ to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking a YYZ to ORD flight and hotel package with Expedia could lead to significant savings. Better still, having it all in one place will take the hassle out of planning your trip. Just pick your flights and select from our wide range of hotels, then customize your trip with other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
Typically, you can reschedule or cancel your YYZ to ORD flight. However, additional fees may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you'd like more information, visit our Customer Service portal.

Travel information

0
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, Porter Airlines, United, WestJet
Roundtrip price
$152
Distance
436 mi

Book with confidence

Explore a world of travel with Expedia

*Available to One Key members.