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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 404

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 27/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
19 Aug — 26 Aug1
1 adult

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 14 August 2025.

Round-trip from

C$ 562

One-way from

C$ 404

Popular in

July

Cheapest in

January

Average price

C$ 735
American Airlines
  • American Airlines
  • 3/10-9/10
  • 2 total stops
  • 32h 05m total
  • Toronto to Madison
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American Airlines
  • American Airlines
  • 27/9
  • 1 total stop
  • 11h 21m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 226 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 27 potential savings vs. average RT price).
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Average for round-trip flights in August 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 14 August 2025.

Fri 3/106:29 p.m.YYZ - MSN
1 stop15h 36mAmerican Airlines
Thu 9/106:00 a.m.MSN - YYZ
1 stop16h 29mAmerican Airlines
Deal found 12/8C$ 562
Sat 27/96:30 a.m.YYZ - MSN
1 stop8h 00mAmerican Airlines
Sat 4/106:24 p.m.MSN - YYZ
1 stop15h 35mAmerican Airlines
Deal found 12/8C$ 590
Tue 9/911:44 a.m.YYZ - MSN
1 stop7h 27mAmerican Airlines
Tue 16/95:00 a.m.MSN - YYZ
1 stop8h 31mAmerican Airlines
Deal found 12/8C$ 616
Sat 27/910:05 a.m.YYZ - MSN
2 stops11h 36mUnited Airlines
Sat 4/106:30 a.m.MSN - YYZ
1 stop11h 03mUnited Airlines
Deal found 13/8C$ 699
Fri 26/97:00 a.m.YYZ - MSN
1 stop7h 50mUnited Airlines
Fri 3/102:46 p.m.MSN - YYZ
1 stop7h 22mUnited Airlines
Deal found 12/8C$ 720
Sun 14/97:00 a.m.YYZ - MSN
1 stop3h 45mUnited Airlines
Tue 16/93:58 p.m.MSN - YYZ
1 stop7h 00mUnited Airlines
Deal found 14/8C$ 736
Fri 12/97:00 a.m.YYZ - MSN
1 stop5h 44mUnited Airlines
Sun 14/98:15 a.m.MSN - YYZ
2 stops8h 04mUnited Airlines
Deal found 12/8C$ 757
Mon 15/912:45 p.m.YYZ - MSN
2 stops7h 24mUnited Airlines
Wed 17/98:15 a.m.MSN - YYZ
2 stops8h 04mUnited Airlines
Deal found 13/8C$ 835

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 14 August 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 3/10

6:29 p.m.-9:05 a.m.

1 stop15h 36m

Madison Truax Field

Thu 9/10

6:00 a.m.-11:29 p.m.

1 stop16h 29m

C$ 562

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 27/9

6:30 a.m.-1:30 p.m.

1 stop8h 00m

Madison Truax Field

Sat 4/10

6:24 p.m.-10:59 a.m.

1 stop15h 35m

C$ 590

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 9/9

11:44 a.m.-6:11 p.m.

1 stop7h 27m

Madison Truax Field

Tue 16/9

5:00 a.m.-2:31 p.m.

1 stop8h 31m

C$ 616

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 12/9

1:15 p.m.-10:00 p.m.

1 stop9h 45m

Madison Truax Field

Sun 14/9

10:29 a.m.-11:25 p.m.

1 stop11h 56m

C$ 616

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 12/9

9:00 p.m.-9:45 a.m.

1 stop13h 45m

Madison Truax Field

Sun 14/9

6:30 a.m.-3:46 p.m.

1 stop8h 16m

C$ 699

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 27/9

10:05 a.m.-8:41 p.m.

2 stops11h 36m

Madison Truax Field

Sat 4/10

6:30 a.m.-7:05 p.m.

2 stops11h 35m

C$ 699

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 26/9

7:25 a.m.-8:41 p.m.

2 stops14h 16m

Madison Truax Field

Sun 28/9

12:26 p.m.-8:44 p.m.

1 stop7h 18m

C$ 699

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 27/9

11:00 a.m.-9:21 p.m.

1 stop11h 21m

C$ 404

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 27/9

10:45 a.m.-8:41 p.m.

2 stops10h 56m

C$ 418

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 18/12

9:45 a.m.-12:56 p.m.

1 stop4h 11m

C$ 418

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/8

Showing 1-10 of 15 results
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2

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 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 14 August 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 20% on flights from Toronto Pearson Intl Airport to Madison by exploring options for tickets in the morning.

What’s the top layover airport for flights from Toronto Pearson Intl Airport to Madison?

Share of one-stop round-trip flights from Toronto Pearson Intl Airport to Madison chosen by Cheapflights users in the past 12 months, using the same layover each way.

Chicago (ORD) – chosen by Cheapflights users on 91% of one-stop itineraries from Toronto Pearson Intl Airport to Madison on Cheapflights.

What’s the cheapest layover airport for flights from Toronto Pearson Intl Airport to Madison?

Average round-trip fare for 1-stop flights from Toronto Pearson Intl Airport to Madison, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Newark (EWR) is the most affordable 1-stop option, with an average round-trip price of C$ 547.

What’s the fastest layover option from Toronto Pearson Intl Airport to Madison?

Shortest average travel time for 1-stop one-way flights from Toronto Pearson Intl Airport to Madison, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 4h 49m.

Which airport typically offers the quickest layover for flights from Toronto Pearson Intl Airport to Madison?

Average layover duration for 1-stop one-way flights from Toronto Pearson Intl Airport to Madison, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 31m.

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 14 August 2025.
See what other customers who have flown with Delta and 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.
Delta
8.0
Very good
7,980 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

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 2 different airlines.

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

    According to our current data, United Airlines (C$ 366), and Delta (C$ 377) offers the cheapest pricing from Toronto Pearson Intl Airport to Madison. United Airlines is priced at 41% 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.

See more FAQs

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Top 2 airlines flying from Pearson Intl to Madison

Discover the top 2 airlines 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 14 August 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 366AverageC$ 735FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 377AverageC$ 465FlexibilityNo cancel feeOn-timeN/A
Search Delta 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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