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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 377

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 13/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
28 Feb — 7 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 29 January 2026.

Wed 18/37:10 a.m.
YYZ
-
MSN
1 stop11h 46m
Multiple Airlines
Sat 30/57:55 p.m.
MSN
-
YYZ
1 stop26h 40m
Multiple Airlines
Deal found 28/1C$ 572
Sat 14/26:17 p.m.
YYZ
-
MSN
1 stop16h 00m
American Airlines
Sun 22/28:24 p.m.
MSN
-
YYZ
1 stop13h 34m
American Airlines
Deal found 27/1C$ 578
Wed 18/37:10 a.m.
YYZ
-
MSN
1 stop11h 46m
Multiple Airlines
Wed 3/66:05 p.m.
MSN
-
YYZ
1 stop19h 25m
Multiple Airlines
Deal found 28/1C$ 588
Thu 12/21:10 p.m.
YYZ
-
MSN
1 stop8h 46m
American Airlines
Sun 15/28:24 p.m.
MSN
-
YYZ
1 stop15h 06m
American Airlines
Deal found 26/1C$ 589
Tue 17/37:10 a.m.
YYZ
-
MSN
1 stop11h 11m
Multiple Airlines
Sat 30/57:55 p.m.
MSN
-
YYZ
1 stop26h 40m
Multiple Airlines
Deal found 28/1C$ 599
Tue 17/27:15 a.m.
YYZ
-
MSN
2 stops26h 53m
Multiple Airlines
Wed 25/26:36 p.m.
MSN
-
YYZ
1 stop28h 38m
Multiple Airlines
Deal found 27/1C$ 612
Tue 17/37:10 a.m.
YYZ
-
MSN
1 stop11h 11m
Multiple Airlines
Wed 3/66:05 p.m.
MSN
-
YYZ
1 stop19h 25m
Multiple Airlines
Deal found 28/1C$ 614
Sat 21/26:05 a.m.
YYZ
-
MSN
1 stop9h 26m
Delta
Tue 24/28:00 a.m.
MSN
-
YYZ
1 stop8h 47m
Delta
Deal found 28/1C$ 650
Tue 17/212:05 p.m.
YYZ
-
MSN
1 stop7h 53m
United Airlines
Sat 21/22:48 p.m.
MSN
-
YYZ
1 stop7h 31m
United Airlines
Deal found 27/1C$ 657
Fri 20/33:30 p.m.
YYZ
-
MSN
1 stop8h 02m
United Airlines
Sun 31/58:15 a.m.
MSN
-
YYZ
1 stop13h 48m
United Airlines
Deal found 28/1C$ 658

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 29 January 2026.

Round-trip from

C$ 572

One-way from

C$ 377

Popular in

September

Cheapest in

January

Average price

C$ 360
18/3-30/5
  • 18/3-30/5
  • 2 total stops
  • 38h 26m total
  • Toronto to Madison
Search Deals
United Airlines
  • United Airlines
  • 13/3
  • 1 total stop
  • 6h 25m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 196 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 29 January 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

Thu 12/2

1:10 p.m.-8:56 p.m.

1 stop8h 46m

Madison Truax Field

Sun 15/2

8:24 p.m.-12:30 p.m.

1 stop15h 06m

C$ 589

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 21/2

6:00 a.m.-5:04 p.m.

2 stops12h 04m

Madison Truax Field

Tue 24/2

8:00 a.m.-5:47 p.m.

1 stop8h 47m

C$ 650

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 23/3

8:20 p.m.-5:21 p.m.

1 stop22h 01m

Madison Truax Field

Wed 3/6

9:54 a.m.-2:05 p.m.

2 stops27h 11m

C$ 653

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 17/2

12:05 p.m.-6:58 p.m.

1 stop7h 53m

Madison Truax Field

Sat 21/2

2:48 p.m.-11:19 p.m.

1 stop7h 31m

C$ 657

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 20/3

2:15 p.m.-10:32 p.m.

1 stop9h 17m

Madison Truax Field

Wed 3/6

8:15 a.m.-8:17 p.m.

1 stop11h 02m

C$ 658

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 23/3

3:30 p.m.-10:32 p.m.

1 stop8h 02m

Madison Truax Field

Sun 31/5

8:15 a.m.-11:03 p.m.

1 stop13h 48m

C$ 658

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 20/3

2:15 p.m.-10:32 p.m.

1 stop9h 17m

Madison Truax Field

Thu 28/5

2:35 p.m.-11:59 p.m.

1 stop8h 24m

C$ 658

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 23/3

12:05 p.m.-10:32 p.m.

1 stop11h 27m

Madison Truax Field

Fri 29/5

3:53 p.m.-11:59 p.m.

1 stop7h 06m

C$ 658

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 20/3

3:30 p.m.-10:32 p.m.

1 stop8h 02m

Madison Truax Field

Sat 30/5

6:30 a.m.-5:00 p.m.

1 stop9h 30m

C$ 658

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 21/3

8:45 a.m.-2:57 p.m.

1 stop7h 12m

Madison Truax Field

Wed 3/6

8:15 a.m.-6:28 p.m.

1 stop9h 13m

C$ 658

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/1

Showing 1-10 of 15 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$ 201). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of C$ 745). 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 29 January 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
9,215 reviews
Check prices

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

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
9,215 reviews
United Airlines
7.4
Good
9,215 reviews
Check prices

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

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, Delta, and United Airlines can get you from Toronto Pearson Intl Airport to Madison in just under 7h 53m. Your travel time can differ by up to 4h 11m. 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$ 200), offers the cheapest pricing from Toronto Pearson Intl Airport to Madison. United Airlines is priced at 70% 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$ 201). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of C$ 745). 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 29 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 200AverageC$ 853FlexibilityNo 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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