$89 Cheap Flights from Chicago (MDW) to Toronto (YYZ)

Popular airlines from Chicago Midway Airport (MDW) to Toronto Pearson Intl. Airport (YYZ)

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Cheap Flights from Chicago to Toronto (MDW-YYZ)

Prices were available within the past 7 days and start at $89 for one-way flights and $233 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
WestJet
WestJet
WestJet
Delta
Delta
Delta
WestJet

Find the cheapest month to fly from Chicago (MDW) to Toronto (YYZ)

June is typically the cheapest month to fly

From $233 - $499 per traveler.

Alternative airports near Toronto

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

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ) cost?
Snag a cheap one-way flight from $89 or cheap return flight from $233 from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ)?
Planning your trip for November may help you find better deals, as it's the cheapest month for flights between MDW and YYZ. You'll often find the lowest prices during off-peak months.
Which airlines fly direct from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ)?
While Chicago, IL (MDW-Midway Intl.) doesn't have any direct flights to Pearson Intl. Airport (YYZ), other airports have nonstop routes. Leaving from O'Hare Intl. Airport (ORD) will get you to Toronto without any detours.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find the carrier with the cheapest MDW to YYZ flight.
How many flights per day from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ)?
Direct flights from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MDW to YYZ?
Typically you'll find the largest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* However, this can change depending on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ)?
To avoid potential delays on the Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ) route, fly before 3 PM. Flights after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Toronto from Midway Intl. Airport (MDW)?
You can touch down at Billy Bishop Toronto City Airport (YTZ) or Buffalo Niagara Intl. Airport (BUF) when you travel to Toronto on a direct flight from Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ) last-minute?
Waiting until just before your trip to book a ticket from MDW to YYZ generally means paying more. While you may come across some last-minute discounts, there's no guarantee. Keep your travel schedule open to maximize your chances of getting a bargain.
Is it cheaper to book a MDW to YYZ flight and hotel package?
You'll generally save money by securing a MDW to YYZ flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After choosing your preferred accommodations and flights, consider adding extras including activities, car rentals and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ)?
In most instances, you're able to cancel or reschedule your MDW to YYZ flight. However, there may be additional charges, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you need further information, head to our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Pearson Intl.
Airlines serving
Delta, WestJet
Roundtrip price
$232
Distance
432 mi

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