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$235+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
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 December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/167:15 amYYZ - MSN
2 stops26h 53mMultiple Airlines
Wed 12/172:56 pmMSN - YYZ
1 stop7h 53mMultiple Airlines
Deal found 12/14$656
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 12/177:10 amYYZ - MSN
1 stop11h 18mMultiple Airlines
Sat 12/209:48 amMSN - YYZ
1 stop10h 31mMultiple Airlines
Deal found 12/14$719
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Mon 12/155:15 pmYYZ - MSN
1 stop6h 42mMultiple Airlines
Wed 12/179:48 amMSN - YYZ
1 stop10h 31mMultiple Airlines
Deal found 12/14$754
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/167:15 amYYZ - MSN
2 stops26h 53mMultiple Airlines
Sat 12/209:48 amMSN - YYZ
1 stop10h 31mMultiple Airlines
Deal found 12/14$758
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 12/177:10 amYYZ - MSN
1 stop7h 46mMultiple Airlines
Wed 12/176:08 pmMSN - YYZ
1 stop19h 12mMultiple Airlines
Deal found 12/14$774
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/166:50 amYYZ - MSN
1 stop5h 54mUnited Airlines
Tue 12/162:48 pmMSN - YYZ
2 stops7h 32mUnited Airlines
Deal found 12/14$827
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Sun 12/142:45 pmYYZ - MSN
2 stops7h 02mUnited Airlines
Thu 12/183:46 pmMSN - YYZ
1 stop4h 35mUnited Airlines
Deal found 12/14$832
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Mon 12/152:15 pmYYZ - MSN
2 stops9h 30mUnited Airlines
Sat 12/208:15 amMSN - YYZ
1 stop13h 26mUnited Airlines
Deal found 12/14$878
This Air Canada deal was found by Cheapflights users on 12/14. 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.
Mon 12/158:15 amYYZ - MSN
2 stops7h 39mAir Canada
Sat 12/205:00 amMSN - YYZ
2 stops16h 17mAir Canada
Deal found 12/14$929
This Air Canada deal was found by Cheapflights users on 12/14. 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.
Sun 12/148:15 pmYYZ - MSN
2 stops19h 39mAir Canada
Sat 12/205:00 amMSN - YYZ
2 stops16h 17mAir Canada
Deal found 12/14$958
This Air Canada deal was found by Cheapflights users on 12/14. 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.
Mon 12/157:10 amYYZ - MSN
2 stops8h 44mAir Canada
Thu 12/1812:23 pmMSN - YYZ
2 stops10h 23mAir Canada
Deal found 12/14$1,141

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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$385
(Kiwi.com)

One-way from

$235
(Kiwi.com)

Popular in

September

Cheapest in

January

Average price

$489
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. 18% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 15, 2025.
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

Sun 1/11

7:35 am-11:12 am

1 stop28h 37m

Madison Truax Field

Sun 1/18

6:40 pm-11:54 pm

1 stop28h 14m

$385

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 1/8

8:15 am-2:52 pm

1 stop7h 37m

Madison Truax Field

Mon 1/12

2:56 pm-11:19 pm

1 stop7h 23m

$499

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 1/11

7:30 am-2:52 pm

2 stops8h 22m

Madison Truax Field

Sun 1/18

12:32 pm-11:46 pm

2 stops10h 14m

$555

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 1/11

10:59 am-10:59 pm

1 stop13h 00m

Madison Truax Field

Sun 1/18

11:25 am-4:03 pm

1 stop3h 38m

$571

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 1/8

6:45 am-2:52 pm

2 stops9h 07m

Madison Truax Field

Mon 1/12

12:32 pm-7:45 pm

1 stop6h 13m

$642

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 1/5

8:30 pm-9:08 am

2 stops37h 38m

$235

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 12/31

7:10 am-5:28 pm

1 stop11h 18m

$282

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 1/5

2:25 pm-7:15 pm

1 stop5h 50m

$307

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 1/5

6:40 pm-11:02 pm

1 stop5h 22m

$315

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 12/26

2:57 pm-10:30 pm

2 stops8h 33m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 12 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 December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Toronto Pearson Intl Airport-Madison flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 July is currently the most expensive (average of $483). 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 7h 37m. The distance from Toronto Pearson Intl Airport to Madison is about 488 mi.

  • 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 July is currently the most expensive (average of $483). 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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