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Air Canada flights from Toronto to Chicago

Flight offers from Toronto to Chicago

Book now before it's too late

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Air Canada best flight offers from Toronto to Chicago

Toronto Chicago
BEST
DEAL
Tue, 19 Nov YTZ - ORD
€155 €148
Prime price per passenger
Toronto Chicago
BEST
DEAL
Fri, 15 Nov YYZ - ORD
Sun, 17 Nov ORD - YYZ
€366 €351
Prime price per passenger
Toronto Chicago
BEST
DEAL
Fri, 15 Nov YYZ - ORD
Sun, 17 Nov ORD - YYZ
€370 €351
Prime price per passenger

Best flight prices from all airlines

Toronto Chicago
BEST
DEAL
Thu, 14 Nov YTZ - MDW
Sun, 17 Nov MDW - YTZ
€209 €200
Prime price per passenger
Toronto Chicago
BEST
DEAL
Thu, 14 Nov YTZ - MDW
Sun, 17 Nov MDW - YTZ
€213 €204
Prime price per passenger
Toronto Chicago
BEST
DEAL
Thu, 14 Nov YTZ - MDW
Sun, 17 Nov MDW - YTZ
€214 €205
Prime price per passenger
Toronto Chicago
BEST
DEAL
Fri, 22 Nov YTZ - MDW
€149 €143
Prime price per passenger

Book your flight with Air Canada to Chicago starting from 148€

The best Toronto - Chicago flight deals with Air Canada

With eDreams, snapping up the best Air Canada deals for your trip from Toronto to Chicago couldn’t be easier. Picture this: exclusive discounts, smart booking tools, and loads of handy perks—all at your fingertips! Say goodbye to travel-planning stress and hello to the excitement of your upcoming adventure in Chicago.

Whether you’re after unbeatable prices, a perfectly tailored itinerary, or a few extra member perks, eDreams is your all-in-one travel companion for every step of the Toronto (YTO) — Chicago (CHI) journey with Air Canada. So stick around to discover why booking with eDreams is the best way to kick-start your trip.

Flying from Toronto to Chicago with Air Canada

Flying from Toronto to Chicago with Air Canada (AC) is designed for ultimate comfort and ease. From the moment you enter the airport until touchdown in Chicago, Air Canada focuses on a hassle-free experience, ensuring everything flows smoothly. You’ll enjoy options like quick check-ins, extra legroom, and attentive service, making it easy to relax before and during your flight.

Once you’re onboard, the super-friendly cabin crew will make sure you’ve got everything you need. And with in-flight Wi-Fi available on many routes, you can stay connected, binge-watch your favourite shows, or sneak in some work (if you must!). Hungry? No worries! Air Canada has a tempting selection of snacks and meals to keep you satisfied mid-flight. If you’re after a little extra luxury, you can treat yourself to upgrades and priority boarding, giving your journey a personalised touch. With top-notch service and a focus on making your flight smooth and fun, Air Canada ensures your trip from Toronto to Chicago is as enjoyable as it is stress-free.

Book your flight with eDreams and enjoy all the benefits

Booking your cheap flight from Toronto (YTO) to Chicago (CHI) with eDreams isn’t just about bagging a great deal—it’s about turning your travel planning into a walk in the park. With eDreams, you get a bunch of awesome perks that’ll make your journey smoother, easier, and all-around more enjoyable:

Your journey from Toronto to Chicago with Air Canada

The Air Canada journey from Toronto (YTO) to Chicago (CHI) is all about getting you to your destination quickly and comfortably, so you can start your adventure right away. This direct route offers plenty of flight options, whether you're looking for a quick non-stop flight or prefer a bit of flexibility with layovers. Whatever your preference, there’s a schedule to suit your needs.

Departing from Toronto and landing at Chicago: what to expect with Air Canada

As you get ready to jet off from Toronto, you’ll love how easy it is to navigate—thanks to super smooth access to public transport, clear signs, and a quick check-in process. You'll breeze through security and have loads of time to kick back and relax before takeoff.

Once you land in Chicago, you’ll be welcomed by a shiny, spacious terminal that’s packed with ground transport options like taxis, buses, and shuttles, so you’ll be off on your next adventure in no time. Whether you're heading straight to your hotel or diving into your first sightseeing escapade, everything you need is right at your fingertips.

Best time to book your Toronto — Chicago trip with Air Canada

For the best Air Canada deals on flights from Toronto to Chicago, timing is key! Booking in advance is your secret weapon to scoring lower fares, especially during off-peak seasons when Chicago is a little quieter and flights are more wallet-friendly. Look out for these quieter times to save a few quid while enjoying a more relaxed vibe.

Weather plays a huge role too—with Chicago's range of climates, it’s crucial to know when to go based on the weather. Whether you're chasing outdoor adventures in mild temperatures or craving a more laid-back cultural experience in cooler or warmer months, planning around the weather will set you up for the best trip possible. Keep an eye on the seasons that match your travel style, and you're guaranteed an unforgettable getaway!

Travel tips

Make your Air Canada flight to Chicago from Toronto even smoother with these handy tips:

How to find cheap Air Canada flights from Toronto to Chicago

Catching low-cost flight deals for your trip with Air Canada has never been easier, thanks to eDreams’ range of handy tools and features. Take advantage of our price alerts to stay updated on the best fares, use the flexible search options to compare dates and prices, and consider booking during off-peak travel periods to grab even bigger savings. With these tips, you’ll always find a deal that suits your budget.

Become an eDreams Prime member

If you’re all about saving, eDreams Prime is an absolute game-changer. By signing up for eDreams Prime, you unlock exclusive discounts on every booking, access to members-only promotions, and extra perks that make your travels smoother and more affordable. It’s the ultimate tool for frequent flyers or anyone who wants to make the most out of their travel budget. You’ll wonder how you ever travelled without it!

Ready to book your next adventure?

Now that you’ve got all the insider tips and info, it’s time to lock in your Air Canada airfare from Toronto to Chicago with eDreams. With exclusive deals, 24/7 customer support, and plenty of tools to customize your journey, eDreams makes travel planning a breeze. Why wait? Book your flight today and get ready to explore all that Chicago has to offer—plus enjoy all the convenience, savings, and excitement that eDreams delivers! Your adventure is just a click away.

Cheapest Ticket Price €148 The most affordable fare observed within the past 72 hours for Air Canada flights departing from Toronto and headed to Chicago, as booked by our customers.
Flight time 1 h and 54 m The Air Canada flight duration between Toronto and Chicago is approximately 1 h and 54 m, though it may be influenced by additional factors.
Departure Airport Pearson International Airport When traveling with Air Canada from Toronto to Chicago, your departure will be from Pearson International Airport.
Arrival Airport O'hare International Airport Whether you travel with Air Canada from Toronto to Chicago, your arrival airport will be O'hare International Airport.

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