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$234+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$422
(Kiwi.com)

One-way from

$234
(Mytrip)

Popular in

July

Cheapest in

January

Average price

$588
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. 19% potential increase in price ($109 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/19:50 amYYZ - MSN
1 stop8h 38mMultiple Airlines
Sat 10/46:08 pmMSN - YYZ
2 stops35h 51mMultiple Airlines
Deal found 9/11$422
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/22:20 pmYYZ - MSN
2 stops29h 55mMultiple Airlines
Sat 11/89:48 amMSN - YYZ
1 stop10h 09mMultiple Airlines
Deal found 9/11$448
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 11/36:20 pmYYZ - MSN
1 stop15h 57mAmerican Airlines
Sat 11/89:48 amMSN - YYZ
1 stop10h 41mAmerican Airlines
Deal found 9/10$480
This American Airlines deal was found by Cheapflights users on 9/11. 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 11/211:32 amYYZ - MSN
1 stop13h 26mAmerican Airlines
Sat 11/89:48 amMSN - YYZ
1 stop10h 41mAmerican Airlines
Deal found 9/11$502
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 10/267:24 pmYYZ - MSN
1 stop4h 05mDelta
Wed 11/55:44 pmMSN - YYZ
2 stops20h 01mDelta
Deal found 9/10$510
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 11/42:30 pmYYZ - MSN
1 stop5h 36mDelta
Sat 11/81:25 pmMSN - YYZ
1 stop7h 30mDelta
Deal found 9/10$533
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/26:30 amYYZ - MSN
1 stop7h 17mAmerican Airlines
Sun 10/126:00 amMSN - YYZ
1 stop7h 30mAmerican Airlines
Deal found 9/10$544
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/312:45 pmYYZ - MSN
2 stops7h 36mUnited Airlines
Sat 11/86:20 amMSN - YYZ
2 stops6h 54mUnited Airlines
Deal found 9/10$548
This Delta deal was found by Cheapflights users on 9/10. 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 10/36:03 amYYZ - MSN
2 stops12h 02mDelta
Mon 10/135:58 pmMSN - YYZ
1 stop4h 20mDelta
Deal found 9/10$559

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 September 11, 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 11/2

2:20 pm-7:15 pm

2 stops29h 55m

Madison Truax Field

Sat 11/8

9:48 am-8:57 pm

1 stop10h 09m

$448

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 10/26

7:24 pm-10:29 pm

1 stop4h 05m

Madison Truax Field

Wed 11/5

5:44 pm-2:45 pm

2 stops20h 01m

$510

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 3/1

10:10 am-1:01 pm

1 stop3h 51m

Madison Truax Field

Thu 3/5

10:55 am-4:00 pm

1 stop4h 05m

$530

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 11/5

9:00 am-2:03 pm

1 stop6h 03m

Madison Truax Field

Sat 11/8

10:35 am-4:02 pm

1 stop4h 27m

$533

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 11/4

2:30 pm-7:06 pm

1 stop5h 36m

Madison Truax Field

Sat 11/8

1:25 pm-9:55 pm

1 stop7h 30m

$533

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 10/3

1:15 pm-10:00 pm

1 stop9h 45m

Madison Truax Field

Sun 10/12

6:00 am-2:30 pm

1 stop7h 30m

$544

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 10/31

5:30 pm-8:35 pm

1 stop4h 05m

Madison Truax Field

Sat 11/8

6:50 pm-11:59 pm

1 stop4h 09m

$548

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 10/25

9:00 am-11:45 am

1 stop3h 45m

Madison Truax Field

Sat 11/1

6:50 pm-11:59 pm

1 stop4h 09m

$548

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 10/3

6:03 am-5:05 pm

2 stops12h 02m

Madison Truax Field

Sun 10/12

5:15 pm-11:58 pm

1 stop5h 43m

$559

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 10/22

1:30 pm-1:28 pm

2 stops24h 58m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 16 results
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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, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Madison (average of $338). Flying from Toronto Pearson Intl Airport to Madison in March is currently the most expensive (average of $422). 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 4h 05m. 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, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Madison (average of $338). Flying from Toronto Pearson Intl Airport to Madison in March is currently the most expensive (average of $422). 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?

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Portage
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Baraboo
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