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Pearson Intl

$237+ Cheap flights from Madison (MSN) to Pearson Intl (YYZ)

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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
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Cheap flight deals from Madison to Pearson Intl

Cheapest flights from Madison to Pearson Intl
Explore the most affordable flight options available from Madison to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.

This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/175:00 am
MSN
-
YYZ
1 stop11h 44m
American Airlines
Wed 6/241:15 pm
YYZ
-
MSN
1 stop11h 00m
American Airlines
Deal found 5/20$476
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:45 pm
MSN
-
YYZ
1 stop19h 13m
Multiple Airlines
Wed 10/287:35 am
YYZ
-
MSN
1 stop11h 30m
Multiple Airlines
Deal found 5/19$487
This WestJet deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:32 pm
MSN
-
YYZ
1 stop19h 47m
WestJet
Fri 7/311:00 am
YYZ
-
MSN
2 stops11h 02m
WestJet
Deal found 5/22$496
This American Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/168:47 am
MSN
-
YYZ
1 stop7h 57m
American Airlines
Tue 6/2311:39 am
YYZ
-
MSN
1 stop7h 33m
American Airlines
Deal found 5/19$511
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:00 am
MSN
-
YYZ
1 stop11h 44m
American Airlines
Mon 6/153:13 pm
YYZ
-
MSN
1 stop9h 02m
American Airlines
Deal found 5/22$536
This Kiwi.com deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:00 am
MSN
-
YYZ
1 stop11h 34m
Multiple Airlines
Fri 7/38:10 am
YYZ
-
MSN
1 stop26h 37m
Multiple Airlines
Deal found 5/22$545
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:18 am
MSN
-
YYZ
1 stop7h 21m
American Airlines
Thu 7/236:19 pm
YYZ
-
MSN
1 stop14h 32m
American Airlines
Deal found 5/20$546
This FlightHub deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:53 am
MSN
-
YYZ
1 stop22h 40m
WestJet
Sun 9/207:35 am
YYZ
-
MSN
2 stops30h 19m
WestJet
Deal found 5/18$551
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:55 pm
MSN
-
YYZ
1 stop7h 26m
American Airlines
Tue 7/76:15 pm
YYZ
-
MSN
1 stop14h 36m
American Airlines
Deal found 5/20$552
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/139:41 am
MSN
-
YYZ
1 stop12h 42m
American Airlines
Wed 7/227:17 am
YYZ
-
MSN
1 stop8h 08m
American Airlines
Deal found 5/20$560
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/219:13 am
MSN
-
YYZ
1 stop13h 16m
American Airlines
Sun 6/287:25 am
YYZ
-
MSN
1 stop11h 47m
American Airlines
Deal found 5/21$564
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:02 pm
MSN
-
YYZ
1 stop9h 19m
American Airlines
Tue 7/146:15 pm
YYZ
-
MSN
1 stop14h 36m
American Airlines
Deal found 5/20$567

Find flight deals from Madison to Pearson Intl

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Pearson Intl (YYZ). 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 May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$476
(American Airlines)

One-way from

$237
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$554
Provider with most accurate pricing for Madison Truax Field-Toronto Pearson Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Toronto Pearson Intl flights.
Search Deals
From Madison Truax Field to Toronto Pearson Intl
Search Deals
One-way flight from Madison Truax Field to Toronto Pearson Intl
Search Deals
High demand for flights, 13% potential price rise
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Pearson Intl 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 2,558,603 searches. Data last updated May 22, 2026.
Use the filters below to find and compare flights from Madison to Toronto Pearson Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Mon 6/1

5:52 pm-11:58 pm

1 stop5h 06m

Toronto Pearson Intl

Fri 6/5

7:25 am-2:12 pm

1 stop7h 47m

$598

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Tue 6/16

8:05 am-3:46 pm

1 stop6h 41m

Toronto Pearson Intl

Tue 6/23

2:30 pm-11:05 pm

2 stops9h 35m

$608
Quickest round-trip

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 6/17

6:30 am-2:19 pm

2 stops6h 49m

Toronto Pearson Intl

Wed 6/24

8:45 am-11:48 am

1 stop4h 03m

$608

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 6/6

8:05 am-6:28 pm

2 stops9h 23m

Toronto Pearson Intl

Wed 6/10

12:45 pm-11:05 pm

2 stops11h 20m

$613

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Mon 6/1

6:50 pm-4:55 pm

2 stops21h 05m

Toronto Pearson Intl

Fri 6/5

8:10 am-9:14 am

1 stop26h 04m

$662

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 6/5

12:24 pm-11:54 pm

2 stops10h 30m

Toronto Pearson Intl

Mon 6/8

12:45 pm-9:07 pm

2 stops9h 22m

$665

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Tue 6/9

6:25 am-2:19 pm

2 stops6h 54m

Toronto Pearson Intl

Thu 7/9

10:45 am-5:04 pm

1 stop7h 19m

$682

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 8/7

8:10 am-9:35 pm

2 stops12h 25m

Toronto Pearson Intl

Sun 8/9

11:00 am-6:57 pm

1 stop8h 57m

$718

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 10/24

2:49 pm-11:59 pm

1 stop8h 10m

Toronto Pearson Intl

Wed 10/28

2:10 pm-12:12 am

2 stops11h 02m

$722

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 6/18

6:30 am-2:19 pm

2 stops6h 49m

Toronto Pearson Intl

Thu 6/25

7:00 am-11:49 am

1 stop5h 49m

$745

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 20 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Madison-Toronto Pearson Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Toronto Pearson Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Toronto Pearson Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Toronto Pearson Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Toronto Pearson Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Pearson Intl

Have a flexible travel schedule? Discover the best time to fly to Pearson Intl from Madison 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 Madison to Toronto Pearson Intl Airport

What is the cheapest month to book a flight from Madison to Toronto Pearson Intl Airport?

Currently, October is the cheapest month in which you can book a flight from Madison to Toronto Pearson Intl Airport (average of $326). Flying from Madison to Toronto Pearson Intl Airport in November is currently the most expensive (average of $957). 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 Madison to Toronto Pearson Intl Airport?

Related info for your journey

Find useful and relevant information for your journey from Madison to Pearson Intl. 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 from for flights from Madison to Toronto Pearson Intl?

    If you book a flight to Toronto Pearson Intl from Madison, you will be flying from Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison. There are 0 flights from Truax Field to Toronto Pearson Intl per day from 0 different airlines.

  • How long is the flight from Madison to Toronto Pearson Intl Airport?

    A quick flight from Madison to Toronto Pearson Intl Airport can take about 5h 06m. American Airlines provides one of the quickest options available for as low as $598. Airlines will cover a distance of 488 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Madison to Pearson Intl that include hotel bookings?

    Yes. In addition to deals on Madison to Pearson Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Pearson Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Pearson Intl.

  • Can I find deals for business class flights from Madison to Pearson Intl?

    Yes. Cheapflights offers flight deals from Madison to Pearson Intl 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 Madison to Toronto Pearson Intl Airport?

    Currently, October is the cheapest month in which you can book a flight from Madison to Toronto Pearson Intl Airport (average of $326). Flying from Madison to Toronto Pearson Intl Airport in November is currently the most expensive (average of $957). 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

Traveling to a place near Toronto Pearson Intl Airport?

Book flights to Toronto Pearson Intl Airport if you plan to visit one of these locations
Brampton
Markham
Collingwood
Vaughan
Brantford
Pickering
Lindsay
Oakville
Peterborough
Kitchener
Ajax
Barrie
Cambridge
Milton
Burlington
Oshawa
Orillia
Owen Sound
Richmond Hill

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