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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 375

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 22/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
21 Feb — 28 Feb1
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 22 January 2026.

Fri 13/26:17 p.m.
YYZ
-
MSN
1 stop16h 00m
American Airlines
Tue 17/26:00 a.m.
MSN
-
YYZ
1 stop9h 03m
American Airlines
Deal found 19/1C$ 510
Mon 16/34:44 p.m.
YYZ
-
MSN
1 stop7h 38m
American Airlines
Mon 23/38:24 p.m.
MSN
-
YYZ
1 stop15h 06m
American Airlines
Deal found 21/1C$ 524
Wed 18/37:15 a.m.
YYZ
-
MSN
1 stop11h 41m
Multiple Airlines
Wed 25/36:36 p.m.
MSN
-
YYZ
1 stop15h 50m
Multiple Airlines
Deal found 21/1C$ 626
Tue 24/37:15 a.m.
YYZ
-
MSN
2 stops11h 06m
Multiple Airlines
Wed 1/49:48 a.m.
MSN
-
YYZ
1 stop10h 31m
Multiple Airlines
Deal found 21/1C$ 636
Mon 23/38:20 p.m.
YYZ
-
MSN
1 stop22h 01m
Multiple Airlines
Wed 1/49:48 a.m.
MSN
-
YYZ
1 stop10h 31m
Multiple Airlines
Deal found 21/1C$ 639
Tue 24/37:15 a.m.
YYZ
-
MSN
2 stops11h 06m
Multiple Airlines
Tue 31/36:01 p.m.
MSN
-
YYZ
1 stop19h 15m
Multiple Airlines
Deal found 21/1C$ 644
Wed 18/37:15 a.m.
YYZ
-
MSN
1 stop11h 41m
Multiple Airlines
Tue 24/36:01 p.m.
MSN
-
YYZ
1 stop19h 19m
Multiple Airlines
Deal found 21/1C$ 648
Mon 16/38:30 p.m.
YYZ
-
MSN
2 stops21h 51m
Multiple Airlines
Wed 25/36:36 p.m.
MSN
-
YYZ
1 stop15h 50m
Multiple Airlines
Deal found 21/1C$ 662
Fri 20/36:00 a.m.
YYZ
-
MSN
1 stop9h 32m
American Airlines
Fri 3/46:15 a.m.
MSN
-
YYZ
1 stop8h 48m
American Airlines
Deal found 21/1C$ 666
Fri 13/25:30 p.m.
YYZ
-
MSN
1 stop4h 37m
United Airlines
Tue 17/212:57 p.m.
MSN
-
YYZ
2 stops9h 23m
United Airlines
Deal found 19/1C$ 668
Sun 22/36:30 a.m.
YYZ
-
MSN
1 stop4h 35m
Delta
Fri 3/47:45 a.m.
MSN
-
YYZ
1 stop4h 51m
Delta
Deal found 21/1C$ 669

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 22 January 2026.

Round-trip from

C$ 510

One-way from

C$ 375

Popular in

September

Cheapest in

January

Average price

C$ 366
American Airlines
  • American Airlines
  • 13/2-17/2
  • 2 total stops
  • 25h 03m total
  • Toronto to Madison
Search Deals
Delta
  • Delta
  • 22/2
  • 1 total stop
  • 6h 33m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 203 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 25 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 22 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

6:00 a.m.-9:14 p.m.

1 stop16h 14m

Madison Truax Field

Tue 17/2

8:24 p.m.-10:59 a.m.

1 stop13h 35m

C$ 510

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 16/3

4:44 p.m.-11:22 p.m.

1 stop7h 38m

Madison Truax Field

Mon 23/3

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

1 stop15h 06m

C$ 524

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 1/4

9:48 a.m.-9:19 p.m.

1 stop10h 31m

C$ 639

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 16/3

4:44 p.m.-11:22 p.m.

1 stop7h 38m

Madison Truax Field

Wed 25/3

6:15 a.m.-5:36 p.m.

1 stop10h 21m

C$ 666

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 19/3

6:00 a.m.-2:32 p.m.

1 stop9h 32m

Madison Truax Field

Tue 24/3

6:15 a.m.-5:36 p.m.

1 stop10h 21m

C$ 666

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 13/2

5:30 p.m.-9:07 p.m.

1 stop4h 37m

Madison Truax Field

Tue 17/2

12:57 p.m.-11:20 p.m.

2 stops9h 23m

C$ 668

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 5/3

10:51 a.m.-2:58 p.m.

1 stop5h 07m

Madison Truax Field

Sun 8/3

2:50 p.m.-11:52 p.m.

1 stop8h 02m

C$ 668

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 13/3

5:10 p.m.-10:58 p.m.

1 stop6h 48m

Madison Truax Field

Thu 26/3

6:04 p.m.-11:06 p.m.

1 stop4h 02m

C$ 669

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 26/3

7:50 a.m.-2:28 p.m.

1 stop7h 38m

Madison Truax Field

Sun 29/3

6:28 p.m.-10:39 p.m.

1 stop3h 11m

C$ 669

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 19/3

8:45 a.m.-11:38 a.m.

1 stop3h 53m

Madison Truax Field

Tue 24/3

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

2 stops6h 44m

C$ 669

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/1

Showing 1-10 of 22 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$ 205). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of C$ 759). 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 22 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
9,190 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

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
9,190 reviews
United Airlines
7.4
Good
9,190 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

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 can get you from Toronto Pearson Intl Airport to Madison in just under 16h 14m. Your travel time can differ by up to . There are 785 km between Toronto Pearson Intl Airport and Madison.

  • What is the cheapest airline to fly from Toronto Pearson Intl Airport to Madison round-trip?

    According to our current data, United Airlines (C$ 204), 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$ 205). Flying from Toronto Pearson Intl Airport to Madison in December is currently the most expensive (average of C$ 759). 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 22 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 204AverageC$ 869FlexibilityNo 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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