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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 365

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 28/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

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 15 January 2026.

Round-trip from

C$ 525

One-way from

C$ 365

Popular in

September

Cheapest in

January

Average price

C$ 368
American Airlines
  • American Airlines
  • 14/2-19/2
  • 2 total stops
  • 22h 38m total
  • Toronto to Madison
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United Airlines
  • United Airlines
  • 28/2
  • 1 total stop
  • 4h 16m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 206 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 24 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 15 January 2026.

Sat 14/21:10 p.m.
YYZ
-
MSN
1 stop9h 04m
American Airlines
Thu 19/28:24 p.m.
MSN
-
YYZ
1 stop13h 34m
American Airlines
Deal found 14/1C$ 525
Sat 14/26:45 a.m.
YYZ
-
MSN
1 stop6h 08m
United Airlines
Wed 18/23:53 p.m.
MSN
-
YYZ
1 stop4h 28m
United Airlines
Deal found 12/1C$ 649
Mon 2/37:45 a.m.
YYZ
-
MSN
1 stop5h 58m
Delta
Thu 5/35:54 p.m.
MSN
-
YYZ
1 stop4h 17m
Delta
Deal found 14/1C$ 650
Thu 5/26:50 a.m.
YYZ
-
MSN
1 stop6h 01m
United Airlines
Wed 11/22:56 p.m.
MSN
-
YYZ
1 stop5h 25m
United Airlines
Deal found 13/1C$ 653
Fri 13/210:15 a.m.
YYZ
-
MSN
1 stop9h 58m
Delta
Wed 18/28:00 a.m.
MSN
-
YYZ
1 stop8h 47m
Delta
Deal found 12/1C$ 655
Sat 14/26:45 p.m.
YYZ
-
MSN
1 stop21h 12m
United Airlines
Thu 19/26:30 a.m.
MSN
-
YYZ
2 stops10h 28m
United Airlines
Deal found 14/1C$ 696
Mon 2/38:45 a.m.
YYZ
-
MSN
1 stop4h 08m
United Airlines
Mon 2/33:53 p.m.
MSN
-
YYZ
1 stop4h 28m
United Airlines
Deal found 14/1C$ 705
Thu 29/16:45 a.m.
YYZ
-
MSN
2 stops9h 07m
Air Canada
Sun 1/212:32 p.m.
MSN
-
YYZ
1 stop6h 13m
Air Canada
Deal found 12/1C$ 724
Thu 5/211:00 a.m.
YYZ
-
MSN
1 stop4h 52m
Air Canada
Wed 11/27:30 a.m.
MSN
-
YYZ
2 stops8h 10m
Air Canada
Deal found 13/1C$ 803
Mon 2/39:30 a.m.
YYZ
-
MSN
2 stops8h 33m
Air Canada
Fri 6/312:13 p.m.
MSN
-
YYZ
2 stops10h 07m
Air Canada
Deal found 14/1C$ 1,080

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 15 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

Sat 14/2

1:10 p.m.-9:14 p.m.

1 stop9h 04m

Madison Truax Field

Thu 19/2

8:24 p.m.-10:58 a.m.

1 stop13h 34m

C$ 525

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 14/2

6:45 a.m.-11:53 a.m.

1 stop6h 08m

Madison Truax Field

Wed 18/2

3:53 p.m.-9:21 p.m.

1 stop4h 28m

C$ 649

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 13/2

8:45 a.m.-2:07 p.m.

1 stop6h 22m

Madison Truax Field

Wed 18/2

2:48 p.m.-7:45 p.m.

1 stop3h 57m

C$ 649

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 2/3

7:45 a.m.-12:43 p.m.

1 stop5h 58m

Madison Truax Field

Fri 6/3

2:51 p.m.-11:11 p.m.

1 stop7h 20m

C$ 650

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 2/3

2:45 p.m.-9:07 p.m.

2 stops7h 22m

Madison Truax Field

Tue 3/3

8:15 a.m.-2:01 p.m.

1 stop4h 46m

C$ 650

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 2/3

7:30 a.m.-2:57 p.m.

2 stops8h 27m

Madison Truax Field

Wed 4/3

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

2 stops6h 44m

C$ 650

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 14/2

8:45 a.m.-2:07 p.m.

1 stop6h 22m

Madison Truax Field

Thu 19/2

2:48 p.m.-11:46 p.m.

2 stops7h 58m

C$ 650

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 28/2

10:51 a.m.-2:07 p.m.

1 stop4h 16m

C$ 365

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 27/2

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

2 stops9h 22m

C$ 367

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 26/2

8:45 a.m.-2:07 p.m.

1 stop6h 22m

C$ 367

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

Showing 1-10 of 14 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$ 206). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of C$ 763). 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 15 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
9,164 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,164 reviews
United Airlines
7.4
Good
9,164 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 6h 08m. Your travel time can differ by up to 2h 56m. 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$ 205), 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$ 206). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of C$ 763). 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 15 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 205AverageC$ 789FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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

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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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