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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 259

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
19 Nov — 26 Nov1
1 adult
1 adult, Economy

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 20 October 2025.

Round-trip from

C$ 471

One-way from

C$ 259

Popular in

September

Cheapest in

January

Average price

C$ 784
American Airlines
  • American Airlines
  • 3/12-10/12
  • 2 total stops
  • 19h 05m total
  • Toronto to Madison
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3/12
  • 3/12
  • 1 total stop
  • 28h 36m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 18% potential increase in price (C$ 219 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 October 2025
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Find flight deals from Pearson Intl to Madison

Enter your travel dates to find the best prices.

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 20 October 2025.

Wed 3/1211:36 a.m.YYZ - MSN
1 stop10h 11mAmerican Airlines
Wed 10/126:09 a.m.MSN - YYZ
1 stop8h 54mAmerican Airlines
Deal found 19/10C$ 471
Tue 11/116:00 a.m.YYZ - MSN
1 stop8h 26mAmerican Airlines
Thu 4/125:45 a.m.MSN - YYZ
1 stop9h 18mAmerican Airlines
Deal found 20/10C$ 485
Wed 24/122:15 p.m.YYZ - MSN
1 stop7h 35mUnited Airlines
Thu 22/17:28 a.m.MSN - YYZ
1 stop8h 11mUnited Airlines
Deal found 20/10C$ 688
Sun 16/116:00 a.m.YYZ - MSN
1 stop7h 44mAmerican Airlines
Sun 23/117:00 a.m.MSN - YYZ
1 stop9h 40mAmerican Airlines
Deal found 19/10C$ 713
Wed 3/122:45 p.m.YYZ - MSN
2 stops7h 02mUnited Airlines
Wed 10/126:30 a.m.MSN - YYZ
2 stops6h 44mUnited Airlines
Deal found 19/10C$ 727
Wed 12/116:50 a.m.YYZ - MSN
1 stop4h 10mUnited Airlines
Fri 14/118:25 a.m.MSN - YYZ
2 stops8h 24mUnited Airlines
Deal found 20/10C$ 770
Sun 16/117:35 a.m.YYZ - MSN
1 stop28h 36mMultiple Airlines
Sun 23/1112:35 p.m.MSN - YYZ
2 stops30h 25mMultiple Airlines
Deal found 19/10C$ 820
Sat 25/102:50 p.m.YYZ - MSN
2 stops28h 01mMultiple Airlines
Wed 29/106:08 p.m.MSN - YYZ
1 stop22h 48mMultiple Airlines
Deal found 18/10C$ 912
Mon 17/116:00 p.m.YYZ - MSN
2 stops40h 08mMultiple Airlines
Mon 24/1112:10 p.m.MSN - YYZ
1 stop25h 44mMultiple Airlines
Deal found 20/10C$ 917
Sat 25/103:00 p.m.YYZ - MSN
2 stops8h 28mUnited Airlines
Wed 29/106:30 a.m.MSN - YYZ
2 stops6h 44mUnited Airlines
Deal found 18/10C$ 978
Sun 16/117:20 a.m.YYZ - MSN
2 stops7h 43mUnited Airlines
Sun 23/118:25 a.m.MSN - YYZ
2 stops8h 24mUnited Airlines
Deal found 19/10C$ 980

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 20 October 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

Wed 3/12

11:36 a.m.-8:47 p.m.

1 stop10h 11m

Madison Truax Field

Wed 10/12

6:09 a.m.-4:03 p.m.

1 stop8h 54m

C$ 471

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 3/12

7:35 a.m.-11:11 a.m.

1 stop28h 36m

Madison Truax Field

Wed 10/12

9:48 a.m.-2:40 p.m.

2 stops27h 52m

C$ 485

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 17/11

4:44 p.m.-11:58 p.m.

1 stop8h 14m

Madison Truax Field

Mon 24/11

7:00 a.m.-4:04 p.m.

1 stop8h 04m

C$ 485

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 11/11

6:00 a.m.-1:26 p.m.

1 stop8h 26m

Madison Truax Field

Thu 4/12

5:45 a.m.-4:03 p.m.

1 stop9h 18m

C$ 485

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/12

2:15 p.m.-8:50 p.m.

1 stop7h 35m

Madison Truax Field

Thu 22/1

7:28 a.m.-4:39 p.m.

1 stop8h 11m

C$ 688

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 16/11

6:00 a.m.-12:44 p.m.

1 stop7h 44m

Madison Truax Field

Sun 23/11

7:00 a.m.-5:40 p.m.

1 stop9h 40m

C$ 713

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 3/12

2:45 p.m.-8:47 p.m.

2 stops7h 02m

Madison Truax Field

Wed 10/12

6:30 a.m.-2:14 p.m.

2 stops6h 44m

C$ 727

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 1/3

3:30 p.m.-7:08 p.m.

1 stop4h 38m

Madison Truax Field

Thu 5/3

2:40 p.m.-7:24 p.m.

1 stop3h 44m

C$ 768

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 12/11

2:10 p.m.-8:14 p.m.

1 stop7h 04m

Madison Truax Field

Fri 14/11

10:51 a.m.-4:02 p.m.

1 stop4h 11m

C$ 770

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 12/11

7:30 a.m.-2:54 p.m.

2 stops8h 24m

Madison Truax Field

Fri 14/11

3:58 p.m.-11:46 p.m.

2 stops6h 48m

C$ 770

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/10

Showing 1-10 of 13 results
1
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 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 C$ 202). Flying from Toronto Pearson Intl Airport to Madison in July is currently the most expensive (average of C$ 677). 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 20 October 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.

How much does it cost to fly round-trip from Toronto Pearson Intl Airport to Madison?

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 20 October 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
8,991 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,991 reviews
United Airlines
7.4
Good
8,991 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 7h 35m. Your travel time can differ by up to 2h 36m. There are 785 km between Toronto Pearson Intl Airport and Madison. This flight may include one or multiple stops.

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

    According to our current data, American Airlines (C$ 350), and United Airlines (C$ 372) offers the cheapest pricing from Toronto Pearson Intl Airport to Madison. American Airlines is priced at 48% 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, March 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$ 677). 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

Browse thousands of different options on Cheapflights for your next trip

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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 20 October 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 350AverageC$ 596FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 372AverageC$ 813FlexibilityNo 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?

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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.

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