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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 354

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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
25 Jan — 1 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Pearson Intl to Madison

Enter your travel dates to find the best prices.

Best flights from Pearson Intl to Madison
Discover carefully curated flight deals from Pearson Intl to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 26 December 2025.

Fri 23/16:00 a.m.YYZ - MSN
1 stop11h 52mAmerican Airlines
Sun 1/27:30 a.m.MSN - YYZ
1 stop12h 53mAmerican Airlines
Deal found 24/12C$ 516
Wed 21/19:00 p.m.YYZ - MSN
1 stop14h 10mUnited Airlines
Thu 22/112:32 p.m.MSN - YYZ
1 stop6h 13mUnited Airlines
Deal found 23/12C$ 634
Sun 8/27:45 a.m.YYZ - MSN
1 stop3h 56mDelta
Mon 9/21:31 p.m.MSN - YYZ
1 stop8h 11mDelta
Deal found 24/12C$ 641
Sat 7/212:39 p.m.YYZ - MSN
2 stops10h 26mAmerican Airlines
Sat 14/22:55 p.m.MSN - YYZ
1 stop19h 01mAmerican Airlines
Deal found 24/12C$ 634
Sun 8/27:40 p.m.YYZ - MSN
2 stops17h 11mUnited Airlines
Mon 9/22:56 p.m.MSN - YYZ
1 stop5h 25mUnited Airlines
Deal found 24/12C$ 641
Thu 2/46:00 a.m.YYZ - MSN
1 stop9h 28mDelta
Tue 7/46:04 p.m.MSN - YYZ
1 stop3h 57mDelta
Deal found 25/12C$ 643
Fri 23/110:00 a.m.YYZ - MSN
2 stops10h 07mUnited Airlines
Sun 1/23:48 p.m.MSN - YYZ
1 stop4h 33mUnited Airlines
Deal found 24/12C$ 641
Thu 29/16:00 a.m.YYZ - MSN
1 stop4h 09mDelta
Sun 1/21:31 p.m.MSN - YYZ
1 stop4h 37mDelta
Deal found 25/12C$ 643
Sun 8/27:04 p.m.YYZ - MSN
1 stop16h 51mAmerican Airlines
Mon 9/21:16 p.m.MSN - YYZ
1 stop7h 07mAmerican Airlines
Deal found 24/12C$ 643
Thu 29/19:00 a.m.YYZ - MSN
1 stop6h 10mUnited Airlines
Sun 1/26:30 a.m.MSN - YYZ
1 stop6h 31mUnited Airlines
Deal found 23/12C$ 643

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 26 December 2025.

Round-trip from

C$ 487

One-way from

C$ 354

Popular in

September

Cheapest in

January

Average price

C$ 669
American Airlines
  • American Airlines
  • 7/2-14/2
  • 2 total stops
  • 38h 12m total
  • Toronto to Madison
Search Deals
9/2
  • 9/2
  • 1 total stop
  • 8h 49m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 18% potential increase in price (C$ 208 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 26 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 629,999 searches. Data last updated 26 December 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

Fri 23/1

6:00 a.m.-4:52 p.m.

1 stop11h 52m

Madison Truax Field

Sun 1/2

7:30 a.m.-9:23 p.m.

1 stop12h 53m

C$ 516

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 21/1

9:00 p.m.-10:10 a.m.

1 stop14h 10m

Madison Truax Field

Thu 22/1

12:32 p.m.-7:45 p.m.

1 stop6h 13m

C$ 634

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 7/2

12:39 p.m.-10:05 p.m.

2 stops10h 26m

Madison Truax Field

Sat 14/2

2:55 p.m.-10:56 a.m.

1 stop19h 01m

C$ 634

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 8/2

7:45 a.m.-10:41 a.m.

1 stop3h 56m

Madison Truax Field

Mon 9/2

1:31 p.m.-10:42 p.m.

1 stop8h 11m

C$ 641

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 8/2

7:40 p.m.-11:51 a.m.

2 stops17h 11m

Madison Truax Field

Mon 9/2

2:56 p.m.-9:21 p.m.

1 stop5h 25m

C$ 641

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 23/1

10:00 a.m.-7:07 p.m.

2 stops10h 07m

Madison Truax Field

Sun 1/2

3:48 p.m.-9:21 p.m.

1 stop4h 33m

C$ 641

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/4

6:00 a.m.-2:28 p.m.

1 stop9h 28m

Madison Truax Field

Tue 7/4

6:04 p.m.-11:01 p.m.

1 stop3h 57m

C$ 643

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 29/1

6:00 a.m.-9:09 a.m.

1 stop4h 09m

Madison Truax Field

Sun 1/2

1:31 p.m.-7:08 p.m.

1 stop4h 37m

C$ 643

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 8/2

7:04 p.m.-10:55 a.m.

1 stop16h 51m

Madison Truax Field

Mon 9/2

1:16 p.m.-9:23 p.m.

1 stop7h 07m

C$ 643

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 29/1

9:00 a.m.-2:10 p.m.

1 stop6h 10m

Madison Truax Field

Sun 1/2

6:30 a.m.-2:01 p.m.

1 stop6h 31m

C$ 643

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/12

Showing 1-10 of 18 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, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Madison (average of C$ 202). Flying from Toronto Pearson Intl Airport to Madison in July is currently the most expensive (average of C$ 660). 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.

What is the cheapest time of day to fly from YYZ to MSN?

Find hourly flight availability from Pearson Intl to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 December 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 21% on flights from Toronto Pearson Intl Airport to Madison by exploring options for tickets in the evening.

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 26 December 2025.
See what other customers who have flown with United Airlines from Toronto Pearson Intl Airport to Madison have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,115 reviews
Check prices

Entertainment

7.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,115 reviews
United Airlines
7.4
Good
9,115 reviews
Check prices

Entertainment

7.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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?

    Located just 8.7 km from the city centre, Madison Truax Field is the airport most travellers will use when flying to Madison from Toronto Pearson Intl. Booking flights from Toronto Pearson Intl to Truax Field (MSN) should be relatively easy as there are 0 daily inbound flights from Toronto Pearson Intl from 1 airline.

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

    American Airlines and United Airlines can get you from Toronto Pearson Intl Airport to Madison in just under 11h 52m. Your travel time can differ by up to 2h 18m. There are 785 km between Toronto Pearson Intl Airport and Madison. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Toronto Pearson Intl Airport to Madison round-trip?

    According to our current data, United Airlines (C$ 202), offers the cheapest pricing from Toronto Pearson Intl Airport to Madison. United Airlines is priced at 69% lower than the current average price of a flight leaving 3 months from now.

  • 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 C$ 202). Flying from Toronto Pearson Intl Airport to Madison in July is currently the most expensive (average of C$ 660). 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

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Top airline flying from Pearson Intl to Madison

Discover the top airline that operate flights from Pearson Intl to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 26 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 360AverageC$ 776FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Pearson Intl to Madison?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Pearson Intl to Madison. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Madison?

Millions of users choose and trust Cheapflights to book the best flight deals from Pearson Intl to Madison for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Pearson Intl to Madison with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to Madison, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Pearson Intl to Madison become cheaper?

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