$149 Cheap Flights from Madison (MSN) to Toronto (YYZ)

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

Find available prices by choosing your travel dates.

Cheap Flights from Madison to Toronto (MSN-YYZ)

Prices were available within the past 7 days and start at $149 for one-way flights and $317 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
American Airlines
Delta
Delta
American Airlines
United
Delta
United
Delta
Air Canada
Flights from Madison (MSN) to Toronto (YYZ)
Origin airport
Dane County Regional
Destination airport
Pearson Intl.
Airlines serving
Air Canada, American Airlines, Delta, United
Roundtrip price
$317
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 August. 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 $149 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

Is it cheaper to buy a plane ticket from MSN to Pearson Intl. Airport (YYZ) last minute?
When it’s time to book your flights, it’s always better to be prepared. While it’s possible to find a deal on a Truax Field to YYZ flight at the last minute, tickets usually don’t get cheaper as the date of departure nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days ahead. For international travel it’s three to four months.
What airports do you fly into for Toronto from Madison?
Madison to Toronto flights land at Pearson Intl. Airport (YYZ). This terminal is roughly 12 mi west of the heart of Toronto. Score a terrific fare with Expedia and then get set for an adventure.
Can I change the date of my flight from Dane County Regional Airport (MSN) to Pearson Intl. Airport (YYZ)?
Life can throw a spanner in your plans, so Expedia is here to help make things as simple as possible. To start, find your Truax Field to Toronto Pearson Airport itinerary through the Expedia Trips portal and browse the ticket rules about change fees or other charges. If you purchased your airfare in the last 24 hours, some carriers will let you cancel at no cost and book new flights. If you booked more than 24 hours ago, contact us via our Customer Service portal to see how we can assist.

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*Available to One Key members.