AED560 Cheap Flights from Toronto (YYZ) to Chicago (ORD)

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

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Cheap Flights from Toronto to Chicago (YYZ-ORD)

Prices were available within the past 7 days and start at AED560 for one-way flights and AED900 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

Alternative airports near Chicago

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

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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
Roundtrip price
AED900
Distance
697 km

Toronto to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Toronto to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Toronto to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is AED560 now!

Frequently asked questions

How long does it take to fly from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
Purchase a ticket with United Airlines and you'll be airborne for roughly 1 hour and 54 minutes. This sought-after airline operates a direct flight that sets off at 12:00PM from Toronton Pearson and arrives at O'Hare Airport at 12:54PM. Expedia has flight deals to get you soaring, so find out what's available on this route today.
Is it cheaper to buy a plane ticket from Toronton Pearson to O'Hare Airport last minute?
Being a spontaneous soul is a wonderful way to travel around, but it's not always the best way to grab a cheap plane ticket. Consider booking your YYZ to ORD journey well in advance rather than waiting till the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Save up that spontaneity for when you arrive at your destination!
What airline has the least delays from Pearson Intl. Airport (YYZ) to O'Hare Airport?
With an on-time performance score of 75%, American Airlines is the airline that's most likely to fly you from Pearson Intl. Airport (YYZ) to ORD without any holdups. Flight delays aren't just annoying — they can also make you miss your connection that ruins your entire vacation. Keep updated about any delays by reviewing your flight status through the Expedia App before making your way to the airport. If you're already at the terminal and the delay will significantly impact your plans, visit the customer service desk to discover what your options are.
What airports do you fly into for Chicago from Toronto?
From Toronto, you can travel to Chicago through O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT). Find out which hub is right for you before you make a decision. If you settle on O'Hare Intl. Airport (ORD), it's about 26 kilometers northwest of the center of the city. Use the dollars you save when booking your trip with Expedia to check out the city's well-known sights, such as Wrigley Field and Millennium Park.
What are the most popular departure times for flights from Toronto Pearson Airport to O'Hare Airport?
The most popular departure times for flights from YYZ to O'Hare Airport fall between 7:00 AM - 8:00 AM on United Airlines. It's a good idea to head out in the morning. The earlier you take off, the better your odds of a delay-free flight as air traffic hasn't yet built up.
Can I change the date of my flight from Toronton Pearson to ORD?
Expedia makes it easy to make amendments to your Toronto Pearson Airport to O'Hare Airport trip yourself. Just log in to the Expedia Trips portal and click on "change flight." Look for new flights and book the one that fits your new plans. You'll see an estimate of any flight change costs. You can also head to our Customer Service portal to connect with our Virtual Agent and get answers to all your questions.