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£174 Cheap Flights from Madison (MSN) to Toronto (YYZ)

View £174 flight on Thu, 27 Aug 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at £174 for one-way flights and £364 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£364 Return, found 5 days ago
£364
Return
found 5 days ago
Select American Airlines flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £364 found 5 days ago
United
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£389 Return, found 5 days ago
£389
Return
found 5 days ago
Select United flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £389 found 5 days ago
Delta
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£389 Return, found 5 days ago
£389
Return
found 5 days ago
Select Delta flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £389 found 5 days ago
Air Canada
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£403 Return, found 5 days ago
£403
Return
found 5 days ago
Select Air Canada flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £403 found 5 days ago
United
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£410 Return, found 5 days ago
£410
Return
found 5 days ago
Select United flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £410 found 5 days ago
United
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£432 Return, found 5 days ago
£432
Return
found 5 days ago
Select United flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £432 found 5 days ago
Air Canada
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£434 Return, found 5 days ago
£434
Return
found 5 days ago
Select Air Canada flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £434 found 5 days ago
Delta
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£439 Return, found 5 days ago
£439
Return
found 5 days ago
Select Delta flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £439 found 5 days ago
WestJet
Wed, 12 Aug - Tue, 18 Aug
MSN
Madison
YYZ
Toronto
£444 Return, found 1 day ago
£444
Return
found 1 day ago
Select WestJet flight, departing Wed, 12 Aug from Madison to Toronto, returning Tue, 18 Aug, priced at £444 found 1 day ago
American Airlines
Tue, 25 Aug - Tue, 1 Sept
MSN
Madison
YYZ
Toronto
£445 Return, found 5 days ago
£445
Return
found 5 days ago
Select American Airlines flight, departing Tue, 25 Aug from Madison to Toronto, returning Tue, 1 Sept, priced at £445 found 5 days ago

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

February is typically the cheapest month to fly

From £268 - £611 per traveller.

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.) cost?
You can find one-way and return flights from MSN to YYZ with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when MSN to YYZ ticket fares go up or down.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
The cheapest months to fly from MSN to YYZ are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Madison, WI (MSN) to Toronto, ON (YYZ)?
Enter MSN to YYZ and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
There are approximately 43 connecting flights per day from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.). Some common connection points include O'Hare Intl. (ORD), Detroit Metropolitan Wayne County (DTW), and Minneapolis - St. Paul Intl. (MSP).
What is the earliest flight from Madison, WI (MSN) to Toronto, ON (YYZ)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from Madison, WI (MSN) to Toronto, ON (YYZ). To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
You'll typically find the most flights from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.) on a Thursday, with around 39 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Delta, United, and American Airlines. Flight schedules are fairly consistent throughout the week, with Thursdays having only slightly more flights than other days.
What are the most popular departure times for flights from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
The most popular departure times for flights from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. Many travellers prefer these times as it allows for an early arrival at your destination, giving you more of the day to enjoy.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
Flying from MSN to YYZ with a connection usually takes about 5 hours, traveling roughly 789 kilometers. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
Yes, you can fly business class or first class between MSN and YYZ. You can fly business class with United.First class cabins are available on United and Delta.
How do I earn miles on a Madison, WI (MSN) to Toronto, ON (YYZ) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN) to Toronto, ON (YYZ) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Madison, WI (MSN) to Toronto, ON (YYZ) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN) to Toronto, ON (YYZ) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Madison, WI (MSN) to Toronto, ON (YYZ) flight and hotel package?
Securing a Madison, WI (MSN) to Toronto, ON (YYZ) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.)?
If you booked your Madison, WI (MSN-Dane County Regional) to Toronto, ON (YYZ-Pearson Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Dane County Regional
Destination airport
Pearson Intl.
Airlines serving
Air Canada, WestJet
Return price
£363
Distance
783 km

Book with confidence

Compare flights from Madison to Toronto easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Madison to Toronto. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Pearson Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Dane County Regional to Pearson Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Dane County Regional (MSN) to Pearson Intl. (YYZ)

The easiest way to view the best deals on flights from Madison to Toronto today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Dane County Regional to Pearson Intl. start at just £364 and range up to £445.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Madison and Toronto
  • booking your flight during August, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Madison to Toronto flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Dane County Regional to Pearson Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Madison to Toronto easily and book with confidence

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