What’s the fastest layover option from Toronto Pearson Intl Airport to Madison?

Flights via Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 4h 43m.

Which airport typically offers the quickest layover for flights from Toronto Pearson Intl Airport to Madison?

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 31m.

What’s the top layover airport for flights from Toronto Pearson Intl Airport to Madison?

Chicago (ORD) – chosen by Cheapflights users on 93% of one-stop itineraries from Toronto Pearson Intl Airport to Madison on Cheapflights.

What’s the cheapest layover airport for flights from Toronto Pearson Intl Airport to Madison?

Newark (EWR) is the most affordable 1-stop option, with an average round-trip price of C$ 549.

How long is the flight from Toronto Pearson Intl Airport to Madison?

American Airlines, United Airlines, and Delta can get you from Toronto Pearson Intl Airport to Madison in just under 3h 51m. Your travel time can differ by up to 6h 44m. There are 785 km between Toronto Pearson Intl Airport and Madison. This flight may include one or multiple stops.

What are the cheapest airlines flying from Toronto Pearson Intl Airport to Madison round-trip?

According to our current data, American Airlines (C$ 346), and United Airlines (C$ 367) offers the cheapest pricing from Toronto Pearson Intl Airport to Madison. American Airlines is priced at 46% lower than the current average price of a flight leaving 3 months from now.

What is the cheapest day to fly from Toronto Pearson Intl Airport to Madison?

Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Madison flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Madison ranges from 31.0 - 114.0 mm per month. June is typically the wettest month, when rainfall can reach 114.0 mm. January is typically the driest time to visit Madison when rainfall is around 31.0 mm.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 22.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -7.0 C).

What is the cheapest day to fly round-trip from Toronto Pearson Intl Airport to Madison?

Users have found that flying from Toronto Pearson Intl Airport to Madison on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

What is the cheapest month to fly from Toronto Pearson Intl Airport to Madison?

Due to multiple factors, expect to potentially pay more when booking in July. For low rates, January can be a great choice for travel to Madison. Flights to Madison from Toronto Pearson Intl Airport in January are about C$ 775 on average during January, but can be found for as low as C$ 352.

What airport do you fly into for flights to Madison from Toronto Pearson Intl?

Located just 8.7 km from the city centre, Madison Truax Field is the airport most travellers will use when flying to Madison from Toronto Pearson Intl. Booking flights from Toronto Pearson Intl to Truax Field (MSN) should be relatively easy as there are 0 daily inbound flights from Toronto Pearson Intl from 2 different airlines.

Can I find deals for flights from Pearson Intl to Madison that include hotel bookings?

Yes. In addition to deals on Pearson Intl to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Pearson Intl to Madison?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Madison.

Can I find deals for business class flights from Pearson Intl to Madison?

Yes. Cheapflights offers flight deals from Pearson Intl to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 281+ Flights from Toronto Pearson Intl Airport to Madison

Cheap flight deals from Pearson Intl to Madison

Round-trip from	C$ 663
One-way from	C$ 281
Popular in	July
Cheapest in	January
Average price	C$ 814

American Airlines
12/11-16/11
2 total stops
21h 16m total
Toronto to Madison

Search Deals

29/10
2 total stops
11h 13m total
Toronto to Madison

Search Deals

Highest demand for flights based on searches. 21% potential increase in price (C$ 241 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (C$ 25 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2025

Search Deals

Find flight deals from Pearson Intl to Madison

Cheapest flights from Pearson Intl to Madison
Explore the most affordable flight options available from Pearson Intl to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2025.

Wed 12/111:14 p.m.YYZ - MSN

1 stop10h 35mAmerican Airlines

Sun 16/119:48 a.m.MSN - YYZ

1 stop10h 41mAmerican Airlines

Deal found 13/9C$ 663

Sat 11/106:30 a.m.YYZ - MSN

1 stop10h 29mAmerican Airlines

Sat 18/108:25 p.m.MSN - YYZ

1 stop13h 34mAmerican Airlines

Deal found 13/9C$ 693

Wed 12/1112:45 p.m.YYZ - MSN

2 stops7h 36mUnited Airlines

Sun 16/116:30 a.m.MSN - YYZ

1 stop8h 32mUnited Airlines

Deal found 13/9C$ 736

Sat 11/105:15 p.m.YYZ - MSN

1 stop17h 40mUnited Airlines

Sat 18/108:15 a.m.MSN - YYZ

2 stops12h 18mUnited Airlines

Deal found 13/9C$ 772

Wed 1/102:45 p.m.YYZ - MSN

1 stop8h 43mUnited Airlines

Sat 4/103:48 p.m.MSN - YYZ

1 stop19h 01mUnited Airlines

Deal found 14/9C$ 850

Wed 1/108:15 a.m.YYZ - MSN

2 stops15h 19mWestJet

Sat 4/102:44 p.m.MSN - YYZ

2 stops32h 47mWestJet

Deal found 14/9C$ 1,027

Mon 15/910:40 a.m.YYZ - MSN

1 stop9h 05mAmerican Airlines

Wed 24/98:10 a.m.MSN - YYZ

1 stop13h 53mAmerican Airlines

Deal found 13/9C$ 1,030

Mon 15/912:00 p.m.YYZ - MSN

2 stops11h 34mWestJet

Wed 24/96:00 a.m.MSN - YYZ

2 stops13h 53mWestJet

Deal found 13/9C$ 1,543

Wed 12/119:40 a.m.YYZ - MSN

2 stops14h 19mWestJet

Sun 16/1110:50 a.m.MSN - YYZ

2 stops11h 48mWestJet

Deal found 13/9C$ 2,307

Best flights from Pearson Intl to Madison
Discover carefully curated flight deals from Pearson Intl to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 15 September 2025.

Wed 12/111:14 p.m.YYZ - MSN

1 stop10h 35mAmerican Airlines

Sun 16/119:48 a.m.MSN - YYZ

1 stop10h 41mAmerican Airlines

Deal found 13/9C$ 663

Wed 1/109:50 a.m.YYZ - MSN

1 stop8h 38mMultiple Airlines

Fri 3/107:59 p.m.MSN - YYZ

2 stops26h 42mMultiple Airlines

Deal found 15/9C$ 720

Wed 12/1112:45 p.m.YYZ - MSN

2 stops7h 36mUnited Airlines

Sun 16/116:30 a.m.MSN - YYZ

1 stop8h 32mUnited Airlines

Deal found 13/9C$ 736

Sun 1/310:10 a.m.YYZ - MSN

1 stop3h 51mDelta

Thu 5/310:55 a.m.MSN - YYZ

1 stop4h 05mDelta

Deal found 12/9C$ 757

Sat 11/105:15 p.m.YYZ - MSN

1 stop17h 40mUnited Airlines

Sat 18/108:15 a.m.MSN - YYZ

2 stops12h 18mUnited Airlines

Deal found 13/9C$ 772

Fri 26/911:00 a.m.YYZ - MSN

1 stop23h 08mMultiple Airlines

Sat 27/96:08 p.m.MSN - YYZ

1 stop28h 33mMultiple Airlines

Deal found 15/9C$ 804

Wed 1/102:45 p.m.YYZ - MSN

1 stop8h 43mUnited Airlines

Sat 4/103:48 p.m.MSN - YYZ

1 stop19h 01mUnited Airlines

Deal found 14/9C$ 850

Wed 1/107:30 a.m.YYZ - MSN

2 stops10h 34mUnited Airlines

Fri 3/106:30 a.m.MSN - YYZ

2 stops11h 30mUnited Airlines

Deal found 15/9C$ 915

Last-minute flights from Pearson Intl to Madison
Discover last-minute flight deals from Pearson Intl to Madison. Data last updated 15 September 2025 and is based on user searches.

Mon 15/910:40 a.m.YYZ - MSN

1 stop9h 05mAmerican Airlines

Wed 24/98:10 a.m.MSN - YYZ

1 stop13h 53mAmerican Airlines

Deal found 13/9C$ 1,030

Mon 15/912:00 p.m.YYZ - MSN

2 stops11h 34mWestJet

Wed 24/96:00 a.m.MSN - YYZ

2 stops13h 53mWestJet

Deal found 13/9C$ 1,543

Wed 1/102:45 p.m.YYZ - MSN

1 stop8h 43mUnited Airlines

Sat 4/103:48 p.m.MSN - YYZ

1 stop19h 01mUnited Airlines

Deal found 14/9C$ 850

Wed 1/108:15 a.m.YYZ - MSN

2 stops15h 19mWestJet

Sat 4/102:44 p.m.MSN - YYZ

2 stops32h 47mWestJet

Deal found 14/9C$ 1,027

Sat 11/106:30 a.m.YYZ - MSN

1 stop10h 29mAmerican Airlines

Sat 18/108:25 p.m.MSN - YYZ

1 stop13h 34mAmerican Airlines

Deal found 13/9C$ 693

Sat 11/105:15 p.m.YYZ - MSN

1 stop17h 40mUnited Airlines

Sat 18/108:15 a.m.MSN - YYZ

2 stops12h 18mUnited Airlines

Deal found 13/9C$ 772

Cheapflights Fare Finder

Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 12/11

1:14 p.m.-10:49 p.m.

1 stop10h 35m

Madison Truax Field

Sun 16/11

9:48 a.m.-9:29 p.m.

1 stop10h 41m

C$ 663

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 1/10

9:50 a.m.-5:28 p.m.

1 stop8h 38m

Madison Truax Field

Fri 3/10

7:59 p.m.-11:41 p.m.

2 stops26h 42m

C$ 720

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 12/11

12:45 p.m.-7:21 p.m.

2 stops7h 36m

Madison Truax Field

Sun 16/11

6:30 a.m.-4:02 p.m.

1 stop8h 32m

C$ 736

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 1/3

10:10 a.m.-1:01 p.m.

1 stop3h 51m

Madison Truax Field

Thu 5/3

10:55 a.m.-4:00 p.m.

1 stop4h 05m

C$ 757

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 11/10

5:15 p.m.-9:55 a.m.

1 stop17h 40m

Madison Truax Field

Sat 18/10

8:15 a.m.-9:33 p.m.

2 stops12h 18m

C$ 772

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 26/9

11:00 a.m.-9:08 a.m.

1 stop23h 08m

Madison Truax Field

Sat 27/9

6:08 p.m.-11:41 p.m.

1 stop28h 33m

C$ 804

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 1/10

2:45 p.m.-10:28 p.m.

1 stop8h 43m

Madison Truax Field

Sat 4/10

3:48 p.m.-11:49 a.m.

1 stop19h 01m

C$ 850

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 1/10

7:30 a.m.-5:04 p.m.

2 stops10h 34m

Madison Truax Field

Fri 3/10

6:30 a.m.-7:00 p.m.

2 stops11h 30m

C$ 915

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 29/10

7:15 a.m.-5:28 p.m.

2 stops11h 13m

C$ 281

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 30/10

12:45 p.m.-7:21 p.m.

2 stops7h 36m

C$ 418

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/9

Best time to book a flight from Pearson Intl to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Pearson Intl with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Toronto Pearson Intl Airport to Madison

Prices

What is the cheapest time of day to fly from YYZ to MSN?

Unlike at noon, when flights are generally more expensive, you can save up to 20% on flights from Toronto Pearson Intl Airport to Madison by exploring options for tickets in the morning.

Reviews of airlines servicing Madison

See what other customers who have flown with United Airlines and American Airlines from Toronto Pearson Intl Airport to Madison have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

8,929 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.

United Airlines

7.4

Good

8,929 reviews

United Airlines

7.4

Good

8,929 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.

American Airlines

7.2

Good

10,000 reviews

United Airlines

7.4

Good

8,929 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.

Related info for your journey

What airport do you fly into for flights to Madison from Toronto Pearson Intl?
Located just 8.7 km from the city centre, Madison Truax Field is the airport most travellers will use when flying to Madison from Toronto Pearson Intl. Booking flights from Toronto Pearson Intl to Truax Field (MSN) should be relatively easy as there are 0 daily inbound flights from Toronto Pearson Intl from 2 different airlines.
How long is the flight from Toronto Pearson Intl Airport to Madison?
American Airlines, United Airlines, and Delta can get you from Toronto Pearson Intl Airport to Madison in just under 3h 51m. Your travel time can differ by up to 6h 44m. There are 785 km between Toronto Pearson Intl Airport and Madison. This flight may include one or multiple stops.
What are the cheapest airlines flying from Toronto Pearson Intl Airport to Madison round-trip?
According to our current data, American Airlines (C$ 346), and United Airlines (C$ 367) offers the cheapest pricing from Toronto Pearson Intl Airport to Madison. American Airlines is priced at 46% lower than the current average price of a flight leaving 3 months from now.
Can I find deals for flights from Pearson Intl to Madison that include hotel bookings?
Yes. In addition to deals on Pearson Intl to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Pearson Intl to Madison?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Madison.
Can I find deals for business class flights from Pearson Intl to Madison?
Yes. Cheapflights offers flight deals from Pearson Intl to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Direct flights to United States

Top 2 airlines flying from Pearson Intl to Madison

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	CheapestC$ 346	AverageC$ 589	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
United Airlines	CheapestC$ 367	AverageC$ 795	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights

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How does Cheapflights help users find flights from Pearson Intl to Madison?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Pearson Intl to Madison. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Madison?

Millions of users choose and trust Cheapflights to book the best flight deals from Pearson Intl to Madison for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Pearson Intl to Madison with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to Madison, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Pearson Intl to Madison become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 281

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/10. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Pearson Intl to Madison

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Pearson Intl to Madison

Cheapest flights from Pearson Intl to MadisonExplore the most affordable flight options available from Pearson Intl to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2025.

Explore the most affordable flight options available from Pearson Intl to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Madison that are best for you.

Best time to book a flight from Pearson Intl to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Pearson Intl with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Toronto Pearson Intl Airport to Madison

What is the cheapest time of day to fly from YYZ to MSN?

What’s the top layover airport for flights from Toronto Pearson Intl Airport to Madison?

What’s the fastest layover option from Toronto Pearson Intl Airport to Madison?

What’s the fastest layover option from Toronto Pearson Intl Airport to Madison?

Which airport typically offers the quickest layover for flights from Toronto Pearson Intl Airport to Madison?

Reviews of airlines servicing Madison

See what other customers who have flown with United Airlines and American Airlines from Toronto Pearson Intl Airport to Madison have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Madison from Toronto Pearson Intl?

How long is the flight from Toronto Pearson Intl Airport to Madison?

What are the cheapest airlines flying from Toronto Pearson Intl Airport to Madison round-trip?

Can I find deals for flights from Pearson Intl to Madison that include hotel bookings?

How can I find direct flights from Pearson Intl to Madison?

Can I find deals for business class flights from Pearson Intl to Madison?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Pearson Intl to Madison

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Pearson Intl to Madison

Fly with Cheapflights

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How does Cheapflights help users find flights from Pearson Intl to Madison?

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Madison?

Can Cheapflights find flights from Pearson Intl to Madison with no change fees?

Can Cheapflights notify me if prices for flights from Pearson Intl to Madison become cheaper?

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Cheapest flights from Pearson Intl to Madison
Explore the most affordable flight options available from Pearson Intl to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2025.