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$208+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$408
(American Airlines)

One-way from

$208
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$581
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. 8% potential increase in price ($39 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 July 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 July 29, 2025.

This American Airlines deal was found by Cheapflights users on 7/27. 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.
Tue 9/91:15 pmYYZ - MSN
1 stop9h 45mAmerican Airlines
Tue 9/165:00 amMSN - YYZ
1 stop8h 31mAmerican Airlines
Deal found 7/27$408
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Thu 9/111:00 pmYYZ - MSN
1 stop7h 09mUnited Airlines
Thu 9/188:15 amMSN - YYZ
1 stop9h 18mUnited Airlines
Deal found 7/27$450
This Delta deal was found by Cheapflights users on 7/29. 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 9/26:30 amYYZ - MSN
1 stop3h 18mDelta
Tue 9/95:44 pmMSN - YYZ
2 stops14h 36mDelta
Deal found 7/29$487
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Thu 8/1411:15 pmYYZ - MSN
2 stops35h 24mMultiple Airlines
Sat 8/236:25 pmMSN - YYZ
1 stop19h 04mMultiple Airlines
Deal found 7/26$500
This FlightHub deal was found by Cheapflights users on 7/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/98:15 amYYZ - MSN
2 stops14h 43mWestJet
Tue 9/166:00 amMSN - YYZ
2 stops11h 03mWestJet
Deal found 7/28$751

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 July 29, 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

Tue 9/9

1:15 pm-10:00 pm

1 stop9h 45m

Madison Truax Field

Tue 9/16

5:00 am-2:31 pm

1 stop8h 31m

$408

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 9/11

1:00 pm-7:09 pm

1 stop7h 09m

Madison Truax Field

Thu 9/18

8:15 am-6:33 pm

1 stop9h 18m

$450

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 9/2

6:30 am-8:48 am

1 stop3h 18m

Madison Truax Field

Tue 9/9

5:44 pm-9:20 am

2 stops14h 36m

$487

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/14

11:15 pm-9:39 am

2 stops35h 24m

Madison Truax Field

Sat 8/23

6:25 pm-2:29 pm

1 stop19h 04m

$500

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 9/9

8:15 am-9:58 pm

2 stops14h 43m

Madison Truax Field

Tue 9/16

6:00 am-6:03 pm

2 stops11h 03m

$751

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 9/24

9:50 am-5:28 pm

1 stop8h 38m

$208

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 9/24

6:15 am-5:05 pm

2 stops11h 50m

$261

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 9/1

12:42 pm-9:51 pm

1 stop10h 09m

$314

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 8/12

3:00 pm-8:35 pm

1 stop6h 35m

$361

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 8/31

12:30 am-11:44 am

2 stops12h 14m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated July 29, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Toronto Pearson Intl Airport to Madison by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,977 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very good
7,977 reviews
Delta
8.0
Very good
7,977 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
United Airlines
7.4
Good
8,899 reviews
Delta
8.0
Very good
7,977 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,977 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
WestJet
7.2
Good
2,973 reviews
Delta
8.0
Very good
7,977 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air Canada
7.1
Good
9,822 reviews
Delta
8.0
Very good
7,977 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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.

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

    Our cheapest airline available from Toronto Pearson Intl Airport to Madison is American Airlines. Our recent data shows that you can find tickets from as low as $408 on this airline. Additional options worth looking into are United Airlines and Delta, starting at $450 and $487 round-trip. These flights start at 9% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Toronto Pearson Intl Airport to Madison one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $261. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Toronto Pearson Intl Airport to Madison for a low price.

  • 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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Middleton
Baraboo
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