Cheap Flights from Toronto Pearson International to Madison

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Compare Toronto Pearson International to Madison flight deals

Find the cheapest month or even day of the year to fly to Madison

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Flight deals from Toronto Pearson International to Madison

Looking for a cheap last-minute deal or the best return flight from Toronto Pearson International Airport to Madison Airport? If you want to travel next month, return fares start from $776. Find the lowest prices on one-way and return tickets right here.

Madison.$776 per passenger.Departing Sat, 5 Sep, returning Wed, 9 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Toronto Pearson International on Sat, 5 Sep, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Wed, 9 Sep, arriving in Toronto Pearson International.Price includes taxes and charges.From $776, select.

Madison.$779 per passenger.Departing Wed, 30 Sep, returning Wed, 7 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Toronto Pearson International on Wed, 30 Sep, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Wed, 7 Oct, arriving in Toronto Pearson International.Price includes taxes and charges.From $779, select.

Madison.$800 per passenger.Departing Sat, 7 Nov, returning Mon, 9 Nov.Return flight with United.Outbound indirect flight with United, departs from Toronto Pearson International on Sat, 7 Nov, arriving in Madison.Inbound indirect flight with United, departs from Madison on Mon, 9 Nov, arriving in Toronto Pearson International.Price includes taxes and charges.From $800, select.

Madison.$803 per passenger.Departing Sat, 24 Oct, returning Sun, 1 Nov.Return flight with United.Outbound indirect flight with United, departs from Toronto Pearson International on Sat, 24 Oct, arriving in Madison.Inbound indirect flight with United, departs from Madison on Sun, 1 Nov, arriving in Toronto Pearson International.Price includes taxes and charges.From $803, select.

Madison.$805 per passenger.Departing Sat, 29 Aug, returning Sun, 30 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Toronto Pearson International on Sat, 29 Aug, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Sun, 30 Aug, arriving in Toronto Pearson International.Price includes taxes and charges.From $805, select.

Madison.$812 per passenger.Departing Tue, 20 Oct, returning Sun, 25 Oct.Return flight with United.Outbound indirect flight with United, departs from Toronto Pearson International on Tue, 20 Oct, arriving in Madison.Inbound indirect flight with United, departs from Madison on Sun, 25 Oct, arriving in Toronto Pearson International.Price includes taxes and charges.From $812, select.

Find the cheapest month to fly from Toronto Pearson International to Madison

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Toronto Pearson International to Madison flights are currently cheapest in September.

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Toronto Pearson International to Madison: Alternative routes

Compare routes from Toronto Pearson International to Madison below. You may find an airport to fly into that's cheaper, faster, or easier than Madison.

Madison

9km from central Madison

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from $776

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Toronto to Madison: Flight information

The things to know before you go.

Cheapest flight found	$776
Cheapest month to fly	September

Finding cheap flights from Toronto Pearson International to Madison: Frequently asked questions

How much are return flights from Toronto Pearson International to Madison?

The best price we found for a return flight from Toronto Pearson International to Madison is $776. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Toronto Pearson International to Madison?

Currently, there are no airlines that fly direct from Toronto Pearson International to Madison. But we found flights with one or more stops from $776.

How many flights are there a week from Toronto Pearson International to Madison?

As of August 2026, there are no flights flying from Toronto Pearson International to Madison.

When is the cheapest time to fly from Toronto Pearson International to Madison?

The cheapest month to fly from Toronto Pearson International to Madison is usually September.

Which upcoming date is cheapest to fly from Toronto Pearson International Airport to Madison Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Toronto Pearson International Airport to Madison Airport on Saturday, 5 September 2026.

Can I get a direct flight from Toronto Pearson International Airport to Madison Airport?

No airlines currently offer direct flights between Toronto Pearson International Airport and Madison Airport. Most routes have one or more stops.

How can I find the best flight deal to Madison?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Madison but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Madison?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Madison is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Toronto Pearson International Airport to Madison with?

Currently, Delta offers the cheapest flight tickets to Madison.

Travelling from Pearson International Airport (YYZ) to Dane County Regional Airport (MSN): what you need to know

Arrive at the airport on time so you don't miss your YYZ to MSN flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the stress of rushing.
Flying during a peak time such as August? School holidays and other popular periods can result in longer queues at check-in and security. Play things extra safe and arrive up to four hours before an international flight and two hours before domestic departures.

How to find the cheapest flights from Pearson International Airport (YYZ) to Dane County Regional Airport (MSN)

The cheapest price we've seen for a one-way Pearson International Airport to Dane County Regional Airport flight is $425. A return ticket right now is $776. Depending on the availability when you book, these fares could change.
It's usually smart to book early if you want to get cheap tickets from YYZ to MSN. That's because flight prices are based on demand, which tends to increase closer to departure.
If you can be flexible with your travel plans, use the 'Whole month' search tool. It'll find the lowest price in every month when looking for a flight from Pearson International Airport to Dane County Regional Airport.
Spend less time searching for cheap flights from YYZ to MSN by setting up a Price Alert. You'll receive an email or notification on the app when a new discounted fare appears.
Find the ideal flight for you with the help of the filters. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Pearson International Airport to Dane County Regional Airport, use the 'Sort by' function. You can also filter by departure and arrival times, airline, and number of stops.

Handy information about Pearson International Airport (YYZ)

63.97% of flights departing from Pearson International Airport touch down at their destination on schedule.
To get to Pearson International Airport from central Toronto, it'll take around 25 minutes if you're travelling by car. Of course, this depends on traffic conditions. It's approximately 27 kilometres from the airport to the city centre.
Expect a journey time of about 50 minutes on public transport.
Need a handy hotel near YYZ? If you're boarding an early flight from Pearson International Airport to Dane County Regional Airport, these accommodation options will have you moments from your departure gate:

Arriving at Dane County Regional Airport (MSN)

The last thing you want is a long trip to your hotel if you're landing late on a Pearson International Airport to Dane County Regional Airport flight. Stay at one of these accommodation options near MSN instead:
Say yes to new adventures by picking up a Dane County Regional Airport rental car. Grab your wheels from Hertz, Alamo or Enterprise to explore Madison and beyond.
Booking your vehicle from Dane County Regional Airport around two weeks in advance increases your chances of getting a good deal.

Getting from Dane County Regional Airport (MSN) to central Madison

MSN is located at 4000 International Lane.
Dane County Regional Airport to central Madison has a drive time of about 20 minutes. It's approximately 14 kilometres away.
If you're travelling on public transport, expect a journey of around 1 hour 10 minutes.

When to fly to Dane County Regional Airport (MSN)

It's time to work out your trip dates for your flight from Pearson International Airport to Dane County Regional Airport. August is the busiest month to visit Madison. If you want a quieter vibe, go in January.
The warmest month in Madison is July, with temperatures ranging between 13ºC and 29ºC. Lock in your flights from Pearson International Airport to Dane County Regional Airport in this month if this is the type of weather you like.
January has average temperatures of between -18ºC and 0ºC. Search for cheap tickets from YYZ to MSN sometime then if you want to travel in cooler conditions.

Explore more of United States

You've seen Madison, now it's time to explore more of United States. Travel about 193 kilometres south-east to Chicago to check off its leading attractions. From Millennium Park to Art Institute of Chicago and LandShark Beer Garden at Navy Pier, there's plenty to keep you on the go.
If you want to check out another major destination in United States, consider Indianapolis, about 451 kilometres south-east of Madison. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are highlights.