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$303+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$337
(American Airlines)

One-way from

$303
(United Airlines)

Popular in

September

Cheapest in

January

Average price

$559
Provider with most accurate pricing for Toronto Pearson Intl-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Toronto Pearson Intl-Madison Truax Field flights.
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From Toronto Pearson Intl to Madison Truax Field
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One-way flight from Toronto Pearson Intl to Madison Truax Field
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Highest demand for flights based on searches. 18% potential increase in price ($112 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 11/206:00 amYYZ - MSN
1 stop7h 40mAmerican Airlines
Fri 11/287:00 amMSN - YYZ
1 stop8h 04mAmerican Airlines
Deal found 10/28$337
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Sun 11/96:20 pmYYZ - MSN
1 stop15h 58mAmerican Airlines
Sun 11/167:00 amMSN - YYZ
1 stop8h 04mAmerican Airlines
Deal found 10/26$371
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Thu 11/207:35 amYYZ - MSN
1 stop28h 36mMultiple Airlines
Fri 11/282:40 pmMSN - YYZ
2 stops16h 58mMultiple Airlines
Deal found 10/28$475
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/289:00 amYYZ - MSN
1 stop9h 50mUnited Airlines
Sun 11/309:30 pmMSN - YYZ
1 stop24h 24mUnited Airlines
Deal found 10/27$488
This Delta deal was found by Cheapflights users on 10/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:43 pmYYZ - MSN
2 stops23h 21mDelta
Sun 12/146:59 amMSN - YYZ
1 stop3h 26mDelta
Deal found 10/26$510
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/910:20 amYYZ - MSN
1 stop25h 51mMultiple Airlines
Sun 11/168:00 pmMSN - YYZ
2 stops24h 07mMultiple Airlines
Deal found 10/26$525
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Sun 12/76:40 pmYYZ - MSN
1 stop5h 28mUnited Airlines
Fri 12/123:59 pmMSN - YYZ
1 stop16h 59mUnited Airlines
Deal found 10/26$545
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 11/166:50 amYYZ - MSN
1 stop9h 04mUnited Airlines
Mon 11/178:25 amMSN - YYZ
2 stops9h 52mUnited Airlines
Deal found 10/27$580
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Mon 12/12:15 pmYYZ - MSN
2 stops7h 20mUnited Airlines
Thu 12/48:15 amMSN - YYZ
2 stops8h 34mUnited Airlines
Deal found 10/26$786
This Delta deal was found by Cheapflights users on 10/28. 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 11/206:05 amYYZ - MSN
2 stops7h 38mDelta
Fri 11/286:00 amMSN - YYZ
2 stops10h 15mDelta
Deal found 10/28$1,495

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 October 28, 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

Thu 11/20

6:00 am-12:40 pm

1 stop7h 40m

Madison Truax Field

Fri 11/28

7:00 am-4:04 pm

1 stop8h 04m

$337

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 11/9

6:20 pm-9:18 am

1 stop15h 58m

Madison Truax Field

Sun 11/16

7:00 am-4:04 pm

1 stop8h 04m

$371

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 11/20

7:35 am-11:11 am

1 stop28h 36m

Madison Truax Field

Fri 11/28

2:40 pm-8:38 am

2 stops16h 58m

$475

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 12/10

2:15 pm-8:47 pm

1 stop7h 32m

Madison Truax Field

Wed 12/17

12:19 pm-9:21 pm

1 stop8h 02m

$488

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 11/28

7:20 am-8:35 pm

2 stops14h 15m

Madison Truax Field

Sun 11/30

5:38 pm-10:40 am

1 stop16h 02m

$488

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 12/8

6:43 pm-5:04 pm

2 stops23h 21m

Madison Truax Field

Sun 12/14

6:59 am-11:25 am

1 stop3h 26m

$510

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 11/9

10:20 am-11:11 am

1 stop25h 51m

Madison Truax Field

Sun 11/16

8:00 pm-9:07 pm

2 stops24h 07m

$525

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 12/7

6:40 pm-11:08 pm

1 stop5h 28m

Madison Truax Field

Fri 12/12

3:59 pm-9:58 am

1 stop16h 59m

$545

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 12/8

3:30 pm-8:47 pm

1 stop6h 17m

Madison Truax Field

Sun 12/14

8:15 am-9:21 pm

1 stop12h 06m

$545

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 12/1

6:10 pm-10:32 pm

1 stop5h 22m

Madison Truax Field

Thu 12/4

5:32 pm-11:27 pm

1 stop4h 55m

$550

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 11 results
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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 October.
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, March is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Madison (average of $144). 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 32m. 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, March is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Madison (average of $144). 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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