$126 Cheap Flights from Chicago (MDW) to Toronto (YYZ)

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Cheap Flights from Chicago to Toronto (MDW-YYZ)

Prices were available within the past 7 days and start at $126 for one-way flights and $296 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
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Delta
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WestJet
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Delta
Flights from Chicago (MDW) to Toronto (YYZ)
Origin airport
Midway Intl.
Destination airport
Pearson Intl.
Airlines serving
Delta, WestJet
Roundtrip price
$295
Distance
432 mi

Chicago to Toronto Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Toronto offer the perfect respite. Not only does exploring Toronto 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 Chicago to Toronto 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 Toronto are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Toronto more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Toronto is $126 now!

Frequently asked questions

Is it cheaper to buy a plane ticket from Chicago Airport to YYZ last minute?
Being spontaneous is a great way to see the world, but it’s not always the best way to pick up a cheap plane ticket. Consider booking your Chicago Airport to Pearson Intl. Airport (YYZ) journey well ahead of time rather than leaving it to 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. Leave all that spontaneity for when you reach Pearson Intl. Airport (YYZ)!
What airports do you fly into for Toronto from Chicago?
Pearson Intl. Airport (YYZ), Billy Bishop Toronto City Airport (YTZ) and John C. Munro Hamilton Intl. Airport (YHM) are your choices when setting off from Chicago to Toronto. About 12 mi west of the center of Toronto, Pearson Intl. Airport (YYZ) is the city’s principal gateway. Take into account things such as flight arrival and departure times and the distance to your hotel before settling on an airport. CN Tower and Rogers Centre are two leading attractions to explore when you reach your destination.
Can I change the date of my flight from Midway Intl. Airport (MDW) to Toronton Pearson?
Expedia makes it a breeze to make changes to your Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ) trip yourself. Just go to the Expedia Trips portal and select “change flight.” Look around for new flights and choose the one that fits your plans. You’ll see an estimate of your flight change cost, if applicable. You can also find your way to our Customer Service portal to chat to our Virtual Agent and quickly get answers to all your questions.
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