¥23,340 Cheap Flights from Toronto (YYZ) to Chicago (ORD)

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Cheap Flights from Toronto to Chicago (YYZ-ORD)

Prices were available within the past 7 days and start at ¥23,340 for one-way flights and ¥39,520 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Air Canada
Air Canada
Air Canada
Air Canada
United
Air Canada
United
United
Delta
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Flights from Toronto (YYZ) to Chicago (ORD)
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, United, WestJet
Roundtrip price
¥39,520
Distance
697 km

Toronto to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Toronto to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with YYZ to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind Toronto for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Toronton Pearson to O'Hare Intl. Airport (ORD)?
Round-trip journeys from YYZ to O’Hare Airport start from ¥39,520. This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book today so you don’t miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Pearson Intl. Airport (YYZ) to ORD?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from YYZ to ORD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Toronto Pearson Airport to O’Hare Intl. Airport (ORD) flights, you’ll see a “no change fees” filter for you to select.
How many hours is the flight from Pearson Intl. Airport (YYZ) to O'Hare Airport?
With the flight time between Toronton Pearson and O’Hare Intl. Airport (ORD) only 1 hour and 54 minutes, you’ll be wandering around Chicago in the blink of an eye.
How far is the flight from Toronto Pearson Airport to O'Hare Airport?
A flight distance of just 700 kilometers separates Mississauga and Chicago. Once you’re up in the skies, you won’t have time to do much more than listen to a few songs on your travel playlist.
Which airlines fly direct from Toronton Pearson to O'Hare Intl. Airport (ORD)?
There are a few airlines that fly straight from Pearson Intl. Airport (YYZ) to ORD. United Airlines (UA) is a great choice, offering 173 flights every month. Like more options? Check out the airfares with Air Canada (AC). This carrier offers 160 flights every month between these airports.
Are Toronto Pearson Airport to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes pick up a bargain, with some of the cheapest airfares from Toronto Pearson Airport to O’Hare Airport emerging a few weeks prior to the departure date. If you’d rather book ahead of time, Expedia compares and updates the best flight deals continuously — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines quote prices that far in advance.
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