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$255+ Cheap flights from Madison (MSN) to Toronto (YTO)

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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YTO
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap flight deals from Madison to Toronto

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

This American Airlines deal was found by Cheapflights users on 2/19. 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.
Sun 4/55:00 am
MSN
-
YYZ
1 stop11h 36m
American Airlines
Sun 4/123:13 pm
YYZ
-
MSN
1 stop9h 25m
American Airlines
Deal found 2/19$396
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/278:24 pm
MSN
-
YYZ
1 stop13h 32m
American Airlines
Wed 4/86:15 am
YYZ
-
MSN
1 stop11h 51m
American Airlines
Deal found 2/20$420
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:36 pm
MSN
-
YYZ
2 stops35h 25m
Multiple Airlines
Wed 4/157:10 am
YYZ
-
MSN
1 stop11h 46m
Multiple Airlines
Deal found 2/20$523
This American Airlines deal was found by Cheapflights users on 2/22. 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 8/108:26 pm
MSN
-
YYZ
1 stop13h 33m
American Airlines
Mon 8/171:15 pm
YYZ
-
MSN
1 stop11h 15m
American Airlines
Deal found 2/22$525
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Fri 6/196:41 pm
MSN
-
YYZ
1 stop15h 18m
American Airlines
Tue 6/231:15 pm
YYZ
-
MSN
1 stop10h 40m
American Airlines
Deal found 2/19$528
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Sat 3/148:22 pm
MSN
-
YYZ
1 stop13h 34m
American Airlines
Fri 3/206:00 am
YYZ
-
MSN
1 stop9h 32m
American Airlines
Deal found 2/21$540
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:48 am
MSN
-
YYZ
1 stop10h 12m
Multiple Airlines
Tue 4/149:35 am
YYZ
-
MSN
2 stops24h 33m
Multiple Airlines
Deal found 2/20$541
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:36 pm
MSN
-
YYZ
2 stops35h 25m
Multiple Airlines
Sat 4/117:10 am
YYZ
-
MSN
1 stop11h 46m
Multiple Airlines
Deal found 2/18$543
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:30 am
MSN
-
YYZ
1 stop16h 29m
United Airlines
Mon 6/154:00 pm
YYZ
-
MSN
1 stop23h 57m
United Airlines
Deal found 2/20$555
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:50 pm
MSN
-
YYZ
1 stop5h 09m
United Airlines
Thu 4/3011:00 am
YYZ
-
MSN
1 stop3h 49m
United Airlines
Deal found 2/19$587

Find flight deals from Madison to Toronto

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Toronto (YTO). 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 February 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$396
(American Airlines)

One-way from

$255
(United Airlines)
Provider with most accurate pricing for Madison Truax Field-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Toronto (YTO) flights.
Search Deals
From Madison Truax Field to Toronto (YTO)
Search Deals
One-way flight from Madison Truax Field to Toronto (YTO)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Toronto 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 February 22, 2026.
Use the filters below to find and compare flights from Madison to Toronto that are best for you.

Fly from

Madison

Fly to

Toronto

Route

Depart

Return

Price

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 5/14

9:18 am-5:42 pm

1 stop7h 24m

Toronto Pearson Intl

Sat 5/16

3:13 pm-10:10 pm

1 stop7h 57m

$396

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 4/11

2:18 pm-11:29 pm

1 stop8h 11m

Toronto Pearson Intl

Mon 4/13

1:15 pm-10:10 pm

1 stop9h 55m

$396

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sun 4/5

6:15 am-9:29 pm

1 stop14h 14m

Toronto Pearson Intl

Sun 4/12

6:15 am-2:31 pm

1 stop9h 16m

$396

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 6/19

6:41 pm-10:59 am

1 stop15h 18m

Toronto Pearson Intl

Tue 6/23

1:15 pm-10:55 pm

1 stop10h 40m

$528

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 4/4

6:36 pm-7:01 am

2 stops35h 25m

Toronto Pearson Intl

Sat 4/11

7:10 am-5:56 pm

1 stop11h 46m

$543

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Mon 6/8

6:30 am-11:59 pm

1 stop16h 29m

Toronto Pearson Intl

Mon 6/15

4:00 pm-2:57 pm

1 stop23h 57m

$555

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Mon 4/27

5:50 pm-11:59 pm

1 stop5h 09m

Toronto Pearson Intl

Thu 4/30

11:00 am-1:49 pm

1 stop3h 49m

$587

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sun 4/5

8:30 am-1:42 pm

1 stop4h 12m

Toronto Pearson Intl

Sun 4/12

9:00 pm-11:49 pm

1 stop3h 49m

$587

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 4/30

5:00 am-11:49 am

1 stop5h 49m

$255

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sun 4/5

5:00 am-11:49 am

1 stop5h 49m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 18 results
1
2
  • Most accurate provider: When it comes to deals on Madison-Toronto flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Toronto flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Toronto flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Toronto 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 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 Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto 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

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

Currently, May is the cheapest month in which you can book a flight from Madison to Toronto (average of $143). Flying from Madison to Toronto in August is currently the most expensive (average of $545). 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 Toronto

Get insights into the airlines that provide service to Toronto. 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 Toronto. Reviews last updated February 22, 2026.
Read reviews from past customers who have flown Delta from Madison to Toronto. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,241 reviews

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,241 reviews
Delta
7.9
Good
8,241 reviews

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

    Most people fly from Madison Truax Field (MSN) if they book a flight from Madison to Toronto. On average, Truax Field has 0 outbound flights to Toronto per day from 2 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • How long is the flight from Madison to Toronto?

    For as low as $396, American Airlines can have you in Toronto from Madison in 7h 24m. The distance from Madison to Toronto is about 488 mi.

  • What are the cheapest airlines flying from Madison to Toronto round-trip?

    Our cheapest airline available from Madison to Toronto is Delta. Our recent data shows that you can find tickets from as low as $143 on this airline. An additional option worth looking into is United Airlines, starting at $143.

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

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

  • How can I find direct flights from Madison to Toronto?

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

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

    Yes. Cheapflights offers flight deals from Madison to Toronto 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?

    Currently, May is the cheapest month in which you can book a flight from Madison to Toronto (average of $143). Flying from Madison to Toronto in August is currently the most expensive (average of $545). 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 2 airlines flying from Madison to Toronto

Discover the top 2 airlines that operate flights from Madison to Toronto. 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 2,558,603 searches. Data last updated February 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$341FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$143Average$573FlexibilityNo cancel feeOn-time69%

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