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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 322

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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
22 Mar — 29 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap 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 February 2026.

Sat 4/46:00 a.m.
YYZ
-
MSN
1 stop14h 52m
American Airlines
Sat 11/49:18 a.m.
MSN
-
YYZ
1 stop7h 25m
American Airlines
Deal found 18/2C$ 509
Fri 24/46:15 a.m.
YYZ
-
MSN
1 stop11h 51m
American Airlines
Tue 28/46:00 a.m.
MSN
-
YYZ
1 stop7h 33m
American Airlines
Deal found 17/2C$ 522
Wed 4/311:40 a.m.
YYZ
-
MSN
1 stop10h 16m
American Airlines
Sat 7/38:22 p.m.
MSN
-
YYZ
1 stop14h 08m
American Airlines
Deal found 18/2C$ 620
Wed 4/37:30 a.m.
YYZ
-
MSN
2 stops8h 27m
United Airlines
Sat 7/36:30 a.m.
MSN
-
YYZ
2 stops6h 44m
United Airlines
Deal found 18/2C$ 641
Thu 2/47:00 a.m.
YYZ
-
MSN
1 stop4h 07m
United Airlines
Thu 9/46:00 a.m.
MSN
-
YYZ
1 stop6h 42m
United Airlines
Deal found 17/2C$ 642
Sat 25/49:35 a.m.
YYZ
-
MSN
2 stops8h 40m
United Airlines
Mon 27/46:30 a.m.
MSN
-
YYZ
2 stops11h 32m
United Airlines
Deal found 19/2C$ 660
Thu 19/37:30 a.m.
YYZ
-
MSN
2 stops8h 28m
United Airlines
Thu 26/36:30 a.m.
MSN
-
YYZ
1 stop6h 31m
United Airlines
Deal found 17/2C$ 668
Tue 7/76:08 p.m.
YYZ
-
MSN
1 stop15h 38m
WestJet
Thu 9/711:53 a.m.
MSN
-
YYZ
1 stop5h 32m
WestJet
Deal found 18/2C$ 715
Thu 26/27:45 a.m.
YYZ
-
MSN
1 stop5h 58m
Delta
Mon 2/35:06 p.m.
MSN
-
YYZ
1 stop5h 51m
Delta
Deal found 15/2C$ 716
Thu 26/26:45 a.m.
YYZ
-
MSN
1 stop4h 29m
United Airlines
Mon 2/33:53 p.m.
MSN
-
YYZ
1 stop4h 28m
United Airlines
Deal found 16/2C$ 726
Sun 12/72:15 p.m.
YYZ
-
MSN
1 stop23h 39m
WestJet
Fri 17/75:50 p.m.
MSN
-
YYZ
1 stop4h 07m
WestJet
Deal found 19/2C$ 752
Wed 1/76:08 p.m.
YYZ
-
MSN
1 stop15h 38m
WestJet
Mon 6/76:15 a.m.
MSN
-
YYZ
1 stop15h 43m
WestJet
Deal found 16/2C$ 765

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 20 February 2026.

Round-trip from

C$ 509

One-way from

C$ 322

Popular in

September

Cheapest in

April

Average price

C$ 804
American Airlines
  • American Airlines
  • 4/4-11/4
  • 2 total stops
  • 22h 17m total
  • Toronto to Madison
Search Deals
4/3
  • 4/3
  • 1 total stop
  • 11h 46m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 110 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 20 February 2026.
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

Sat 25/4

6:15 a.m.-7:54 p.m.

1 stop14h 39m

Madison Truax Field

Mon 27/4

8:24 p.m.-12:35 p.m.

1 stop15h 11m

C$ 509

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 24/4

6:15 a.m.-5:06 p.m.

1 stop11h 51m

Madison Truax Field

Tue 28/4

6:00 a.m.-2:33 p.m.

1 stop7h 33m

C$ 522

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 4/3

11:40 a.m.-8:56 p.m.

1 stop10h 16m

Madison Truax Field

Sat 7/3

8:22 p.m.-11:30 a.m.

1 stop14h 08m

C$ 620

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 5/5

12:45 p.m.-9:15 p.m.

2 stops9h 30m

Madison Truax Field

Fri 8/5

2:30 p.m.-7:37 p.m.

1 stop4h 07m

C$ 641

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 25/4

9:35 a.m.-7:25 p.m.

2 stops10h 50m

Madison Truax Field

Mon 27/4

2:44 p.m.-8:44 p.m.

1 stop5h 00m

C$ 641

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 4/4

7:43 p.m.-8:56 a.m.

2 stops14h 13m

Madison Truax Field

Sat 11/4

10:05 a.m.-7:02 p.m.

2 stops7h 57m

C$ 641

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 4/3

12:45 p.m.-9:07 p.m.

2 stops9h 22m

Madison Truax Field

Sat 7/3

2:50 p.m.-9:18 p.m.

1 stop5h 28m

C$ 641

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/4

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

1 stop4h 07m

Madison Truax Field

Thu 9/4

8:30 a.m.-10:23 p.m.

2 stops12h 53m

C$ 642

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 10/3

7:30 a.m.-2:58 p.m.

2 stops8h 28m

Madison Truax Field

Sun 15/3

7:25 p.m.-11:52 p.m.

1 stop3h 27m

C$ 642

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 4/3

7:10 a.m.-5:56 p.m.

1 stop11h 46m

C$ 322

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/2

Showing 1-10 of 18 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, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Madison (average of C$ 203). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of C$ 752). 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?

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 February 2026.
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
9,325 reviews
Check prices

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,325 reviews
United Airlines
7.4
Good
9,325 reviews
Check prices

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 9h 30m. Your travel time can differ by up to 5h 09m. 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 72% 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$ 203). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of C$ 752). 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 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 20 February 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 202AverageC$ 861FlexibilityNo 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?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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