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Madison

$274+ Cheap flights from Pearson Intl (YYZ) to Madison (MSN)

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap 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 January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/201:10 pm
YYZ
-
MSN
1 stop7h 25m
American Airlines
Sun 2/228:24 pm
MSN
-
YYZ
1 stop13h 34m
American Airlines
Deal found 1/26$381
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:17 pm
YYZ
-
MSN
1 stop16h 00m
American Airlines
Sun 2/228:24 pm
MSN
-
YYZ
1 stop13h 34m
American Airlines
Deal found 1/27$426
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/121:10 pm
YYZ
-
MSN
1 stop8h 46m
American Airlines
Sun 2/158:24 pm
MSN
-
YYZ
1 stop15h 06m
American Airlines
Deal found 1/26$434
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:15 am
YYZ
-
MSN
2 stops26h 53m
Multiple Airlines
Wed 2/256:36 pm
MSN
-
YYZ
1 stop28h 38m
Multiple Airlines
Deal found 1/27$451
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1712:05 pm
YYZ
-
MSN
1 stop7h 53m
United Airlines
Wed 2/258:15 am
MSN
-
YYZ
1 stop10h 30m
United Airlines
Deal found 1/27$484
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:45 am
YYZ
-
MSN
1 stop9h 12m
United Airlines
Tue 2/246:30 am
MSN
-
YYZ
1 stop9h 09m
United Airlines
Deal found 1/27$485
This Delta deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/135:15 pm
YYZ
-
MSN
1 stop6h 33m
Delta
Thu 2/193:30 pm
MSN
-
YYZ
1 stop6h 21m
Delta
Deal found 1/25$489
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:10 am
YYZ
-
MSN
1 stop3h 52m
Delta
Thu 2/195:54 pm
MSN
-
YYZ
1 stop4h 17m
Delta
Deal found 1/27$496
This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2012:45 pm
YYZ
-
MSN
2 stops7h 13m
United Airlines
Sun 2/222:48 pm
MSN
-
YYZ
1 stop5h 33m
United Airlines
Deal found 1/26$497
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/142:15 pm
YYZ
-
MSN
2 stops7h 52m
United Airlines
Sun 2/226:30 am
MSN
-
YYZ
2 stops6h 44m
United Airlines
Deal found 1/27$550
This Air Canada deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:30 am
YYZ
-
MSN
2 stops8h 27m
Air Canada
Tue 2/2412:57 pm
MSN
-
YYZ
2 stops9h 23m
Air Canada
Deal found 1/27$551
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/133:30 pm
YYZ
-
MSN
1 stop6h 25m
United Airlines
Fri 3/206:30 am
MSN
-
YYZ
1 stop12h 15m
United Airlines
Deal found 1/27$564

Find flight deals from Pearson Intl to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$381
(American Airlines)

One-way from

$274
(Delta)

Popular in

September

Cheapest in

January

Average price

$265
Provider with most accurate pricing for Toronto Pearson Intl-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Toronto Pearson Intl-Madison Truax Field flights.
Search Deals
From Toronto Pearson Intl to Madison Truax Field
Search Deals
One-way flight from Toronto Pearson Intl to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($107 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pearson Intl to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 28, 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Madison that are best for you.

Fly from

Pearson Intl

Fly to

Madison

Route

Depart

Return

Price

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 2/20

1:10 pm-7:35 pm

1 stop7h 25m

Madison Truax Field

Sun 2/22

8:24 pm-10:58 am

1 stop13h 34m

$381

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/12

1:10 pm-8:56 pm

1 stop8h 46m

Madison Truax Field

Sun 2/15

8:24 pm-12:30 pm

1 stop15h 06m

$434

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 2/17

8:15 am-6:58 pm

1 stop11h 43m

Madison Truax Field

Sun 2/22

8:15 am-11:19 pm

1 stop14h 04m

$484

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 2/13

5:15 pm-10:48 pm

1 stop6h 33m

Madison Truax Field

Thu 2/19

3:30 pm-10:51 pm

1 stop6h 21m

$489

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 2/16

8:45 am-2:07 pm

1 stop6h 22m

Madison Truax Field

Mon 2/23

3:53 pm-9:21 pm

1 stop4h 28m

$496

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 2/13

5:15 pm-10:48 pm

1 stop6h 33m

Madison Truax Field

Fri 2/20

7:00 am-11:18 am

1 stop3h 18m

$496

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 2/13

5:15 pm-10:48 pm

1 stop6h 33m

Madison Truax Field

Mon 2/23

6:15 pm-10:40 pm

1 stop3h 25m

$496

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 2/11

10:59 am-3:27 pm

1 stop5h 28m

Madison Truax Field

Sun 2/22

6:01 am-11:51 am

1 stop4h 50m

$496

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 2/14

5:30 pm-9:07 pm

1 stop4h 37m

Madison Truax Field

Sat 2/21

6:05 am-1:43 pm

1 stop6h 38m

$496

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 2/15

6:10 am-9:02 am

1 stop3h 52m

Madison Truax Field

Tue 2/24

5:50 pm-10:40 pm

1 stop3h 50m

$496

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 16 results
1
2

Compare providers for flights from Pearson Intl to Madison

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pearson Intl to Madison in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Toronto Pearson Intl Airport-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Toronto Pearson Intl Airport-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Toronto Pearson Intl Airport-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Toronto Pearson Intl Airport-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Toronto Pearson Intl Airport-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Madison?

Currently, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Madison (average of $148). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of $549). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Toronto Pearson Intl Airport to Madison?

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?

    Most people fly into Madison Truax Field (MSN) if they book a flight to Madison from Toronto Pearson Intl. On average, Truax Field has 0 inbound flights from Toronto Pearson Intl per day from 0 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

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

    Departing from Toronto Pearson Intl Airport to Madison will take you 6h 33m. The distance from Toronto Pearson Intl Airport to Madison is about 488 mi. This flight may include one or multiple stops.

  • 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.

  • What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Madison?

    Currently, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Madison (average of $148). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of $549). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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