SAR302 Cheap Flights from Chicago (MDW) to Toronto (YTZ)

View SAR302 flight on Thu, 15 January 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)

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Cheap Flights from Chicago to Toronto (MDW-YTZ)

Prices were available within the past 7 days and start at SAR302 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flights from Chicago (MDW) to Toronto (YTZ)
Origin airport
Midway Intl.
Destination airport
Billy Bishop Toronto City
Distance
707 km
Average flight time
2 hours 42 mins

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 SAR302 now!

Frequently asked questions

How long does it take to fly from Midway Airport to YTZ?
Book a fare with Porter Airlines and you can expect to be cruising the skies for approximately 1 hour and 42 minutes. This airline operates a direct flight that departs at 8:40AM from Midway Airport and comes in to land at Billy Bishop Airport at 11:22AM. Expedia has some of the best deals around, so find out what's available on this route today.
Is it cheaper to buy a plane ticket from Chicago Airport to Billy Bishop Toronto City Airport (YTZ) last minute?
Booking your trip from Midway Intl. Airport (MDW) to YTZ at the last minute could save you money if you luck out and find a terrific deal. However, tickets usually don't get cheaper as the departure date nears. If you wait, flights could also be booked solid or the best seats gone (hello, middle seat!). If you'd rather not take any chances, book well ahead of the date you want to leave. In fact, Expedia has some of the biggest deals up to a year in advance. If your preferred airline hasn't released its airfares yet, check back regularly as offers are updated on Expedia constantly.
What airports do you fly into for Toronto from Chicago?
Billy Bishop Toronto City Airport (YTZ) is the terminal where all Chicago to Toronto flights come in to land. It's around 2 kilometers southwest of central Toronto. You can pick up exceptional deals on flights, hotels, activities and car rentals when you arrange your Toronto break with Expedia.
What are the most popular departure times for flights from Chicago Airport to Billy Bishop Toronto City Airport (YTZ)?
Between 8:00 AM - 9:00 AM is when you'll find the most Porter Airlines flights going from MDW to Billy Bishop Toronto City Airport (YTZ). Our top tip? Leave earlier in the day. With air traffic yet to build up around airports, your chances of catching a delay-free flight are better.
Can I change the date of my flight from Midway Airport to Billy Bishop Toronto City Airport (YTZ)?
It's a snap to make amendments to your MDW to Billy Bishop Airport journey yourself. Just go to the Expedia Trips portal and click on "change flight." Search for new flights and lock in the one that fits your plans. You'll get an estimate of your flight change fee, if applicable. You can also visit our Customer Service portal to connect with our Virtual Agent and get answers to all your questions.

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