$231 Cheap Flights from Madison (MSN) to Toronto (YYZ)

View $231 flight on Tue, Nov 25, 2025Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Toronto Pearson Intl. Airport (YYZ)

Cheap Flights from Madison to Toronto (MSN-YYZ)

Prices were available within the past 7 days and start at $231 for one-way flights and $358 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Dec 2 - Sat, Dec 6
MSN
Madison
YYZ
Toronto
$358 Roundtrip, found 5 days ago
$358
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Dec 2 from Madison to Toronto, returning Sat, Dec 6, priced at $358 found 5 days ago
American Airlines
Mon, Nov 24 - Fri, Nov 28
MSN
Madison
YYZ
Toronto
$367 Roundtrip, found 4 days ago
$367
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Nov 24 from Madison to Toronto, returning Fri, Nov 28, priced at $367 found 4 days ago
American Airlines
Fri, Nov 14 - Fri, Nov 21
MSN
Madison
YYZ
Toronto
$402 Roundtrip, found 16 hours ago
$402
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Fri, Nov 14 from Madison to Toronto, returning Fri, Nov 21, priced at $402 found 16 hours ago
American Airlines
Mon, Nov 24 - Fri, Nov 28
MSN
Madison
YYZ
Toronto
$468 Roundtrip, found 4 days ago
$468
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Nov 24 from Madison to Toronto, returning Fri, Nov 28, priced at $468 found 4 days ago
United
Tue, Jan 20 - Wed, Jan 28
MSN
Madison
YYZ
Toronto
$487 Roundtrip, found 3 days ago
$487
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jan 20 from Madison to Toronto, returning Wed, Jan 28, priced at $487 found 3 days ago
American Airlines
Thu, Jan 29 - Mon, Feb 2
MSN
Madison
YYZ
Toronto
$493 Roundtrip, found 9 hours ago
$493
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Jan 29 from Madison to Toronto, returning Mon, Feb 2, priced at $493 found 9 hours ago
American Airlines
Mon, Nov 24 - Fri, Nov 28
MSN
Madison
YYZ
Toronto
$503 Roundtrip, found 4 days ago
$503
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Nov 24 from Madison to Toronto, returning Fri, Nov 28, priced at $503 found 4 days ago
Delta
Fri, Dec 12 - Sun, Dec 14
MSN
Madison
YYZ
Toronto
$563 Roundtrip, found 4 days ago
$563
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Dec 12 from Madison to Toronto, returning Sun, Dec 14, priced at $563 found 4 days ago
Air Canada
Tue, Dec 2 - Fri, Dec 5
MSN
Madison
YYZ
Toronto
$773 Roundtrip, found 1 day ago
$773
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Dec 2 from Madison to Toronto, returning Fri, Dec 5, priced at $773 found 1 day ago
WestJet
Tue, Dec 2 - Fri, Dec 5
MSN
Madison
YYZ
Toronto
$794 Roundtrip, found 1 day ago
$794
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Dec 2 from Madison to Toronto, returning Fri, Dec 5, priced at $794 found 1 day ago

Find the cheapest month to fly from Madison (MSN) to Toronto (YYZ)

November is typically the cheapest month to fly

From $257 - $802 per traveler.

Alternative airports near Toronto

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

Select flight to Pearson Intl. YYZ. Cheapest option available. Average driving time to city center is 22 minutes. Flights from $537
YYZ
Pearson Intl.
Cheapest
Average driving time to city center22 min
Flights from $537
Flights from Madison (MSN) to Toronto (YYZ)
Origin airport
Dane County Regional
Destination airport
Pearson Intl.
Airlines serving
Air Canada, American Airlines, Delta, United, WestJet
Roundtrip price
$357
Distance
489 mi

Madison to Toronto Flights

The cheapest times to fly from Madison to Toronto

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madison to Toronto are during the month of December. You can find some of the cheapest flights from Madison to Toronto with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to Toronto

Sunday is one of the best days to book for cheap flights from Madison to Toronto: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Madison to Toronto

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madison to Toronto in 2025. You can also book with separate airlines for your outbound and return journeys, from $231 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madison to Toronto flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madison to Toronto airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ) cost?
Lock in a cheap one-way flight from $231 or cheap return flight from $358 from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ)?
December is the least expensive month to fly from MSN to YYZ. Planning your trip for the off-season is often the key to finding a great deal.
What is the cheapest airline that flies from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ)?
Use the filters on Expedia to compare different airlines and find the cheapest carrier that'll fly you from MSN to YYZ. Then, sort your results by "Price (lowest to highest)" to score a good deal.
How many flights per day from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ)?
Direct flights from Dane County Regional Airport (MSN) 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 filter tool. Enter your travel dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MSN to YYZ?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can change depending on various factors, such as the carrier and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ)?
Book a flight from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ) that leaves before 3 PM to reduce the risk of cancellations and delays. Later departures have a 22% higher chance of being canceled, on average.**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.
Is it cheaper to buy a plane ticket from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ) last-minute?
Booking your ticket from MSN to YYZ right before your journey is typically more expensive. But if there's some wiggle room with your itinerary, you could bag a cheap last-minute fare.
Is it cheaper to book a MSN to YYZ flight and hotel package?
Compared with arranging flights and hotels separately, booking a MSN to YYZ flight and hotel package with Expedia could result in significant savings. Better yet, having everything in one easy place will take the hassle out of travel planning. Simply secure your flights and select from our extensive range of stays, then tailor your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ)?
It's generally possible to cancel or reschedule your MSN to YYZ flight. However, for bookings made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.