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$228+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YTO
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$392
(American Airlines)

One-way from

$228
(American Airlines)

Popular in

August

Cheapest in

January

Average price

$567
From Madison Truax Field to Toronto (YTO)
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One-way flight from Madison Truax Field to Toronto (YTO)
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Highest demand for flights based on searches. 36% potential increase in price ($311 potential increase over avg. RT price).
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Cheapest flight prices on average. 14% potential price decrease ($69 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/9. 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 10/238:25 pmMSN - YYZ
1 stop15h 10mAmerican Airlines
Wed 10/291:15 pmYYZ - MSN
1 stop9h 48mAmerican Airlines
Deal found 9/9$392
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/256:08 pmMSN - YYZ
1 stop19h 12mMultiple Airlines
Sat 11/17:15 amYYZ - MSN
2 stops11h 13mMultiple Airlines
Deal found 9/10$451
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/116:08 pmMSN - YYZ
1 stop21h 28mMultiple Airlines
Sun 10/194:00 pmYYZ - MSN
2 stops28h 14mMultiple Airlines
Deal found 9/9$477
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/16:24 pmMSN - YYZ
1 stop15h 35mAmerican Airlines
Wed 10/86:30 amYYZ - MSN
1 stop8h 14mAmerican Airlines
Deal found 9/10$511
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/118:25 pmMSN - YYZ
1 stop15h 10mAmerican Airlines
Sun 10/196:30 amYYZ - MSN
1 stop8h 14mAmerican Airlines
Deal found 9/9$528
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/108:25 pmMSN - YYZ
1 stop15h 10mAmerican Airlines
Tue 10/146:30 amYYZ - MSN
1 stop10h 29mAmerican Airlines
Deal found 9/10$589
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/178:25 pmMSN - YYZ
1 stop13h 34mAmerican Airlines
Sun 10/1911:44 amYYZ - MSN
1 stop12h 52mAmerican Airlines
Deal found 9/10$596
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:10 amMSN - YYZ
1 stop8h 59mDelta
Tue 10/146:04 amYYZ - MSN
1 stop9h 21mDelta
Deal found 9/11$624
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/98:25 pmMSN - YYZ
1 stop13h 34mAmerican Airlines
Sun 10/1911:44 amYYZ - MSN
1 stop12h 52mAmerican Airlines
Deal found 9/10$641
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Thu 10/162:46 pmMSN - YYZ
1 stop8h 12mUnited Airlines
Wed 10/227:00 amYYZ - MSN
1 stop7h 50mUnited Airlines
Deal found 9/11$646
This WestJet deal was found by Cheapflights users on 9/10. 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.
Thu 10/99:34 amMSN - YHM
2 stops14h 06mWestJet
Sun 10/196:00 amYHM - MSN
2 stops17h 29mWestJet
Deal found 9/10$2,381

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 September 11, 2025.
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

Sat 10/25

6:08 pm-2:20 pm

1 stop19h 12m

Toronto Pearson Intl

Sat 11/1

7:15 am-5:28 pm

2 stops11h 13m

$451

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 10/1

6:24 pm-10:59 am

1 stop15h 35m

Toronto Pearson Intl

Wed 10/8

6:30 am-1:44 pm

1 stop8h 14m

$511

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 10/11

8:25 pm-12:35 pm

1 stop15h 10m

Toronto Pearson Intl

Sun 10/19

6:30 am-1:44 pm

1 stop8h 14m

$528

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 10/8

6:10 am-4:09 pm

1 stop8h 59m

Toronto Pearson Intl

Tue 10/14

6:04 am-2:25 pm

1 stop9h 21m

$624

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 10/11

10:05 am-8:42 pm

1 stop9h 37m

Toronto Pearson Intl

Wed 10/15

6:04 am-2:25 pm

1 stop9h 21m

$624

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 10/15

6:10 am-11:39 pm

1 stop16h 29m

Toronto Pearson Intl

Tue 10/21

6:04 am-2:25 pm

1 stop9h 21m

$624

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 10/2

6:30 am-3:46 pm

1 stop8h 16m

Toronto Pearson Intl

Tue 10/7

11:00 am-10:28 pm

1 stop12h 28m

$646

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 10/16

2:46 pm-11:58 pm

1 stop8h 12m

Toronto Pearson Intl

Wed 10/22

7:00 am-1:50 pm

1 stop7h 50m

$646

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 10/16

2:46 pm-11:58 pm

1 stop8h 12m

Toronto Pearson Intl

Tue 10/21

7:00 am-1:50 pm

1 stop7h 50m

$646

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 10/17

2:46 pm-11:58 pm

1 stop8h 12m

Toronto Pearson Intl

Wed 10/22

7:00 am-1:50 pm

1 stop7h 50m

$646

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 18 results
1
2

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, January is the cheapest month in which you can book a flight from Madison to Toronto (average of $243). Flying from Madison to Toronto in August is currently the most expensive (average of $348). 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?

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 September 11, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines 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
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $624, American Airlines can have you in Toronto from Madison in 8h 59m. The distance from Madison to Toronto is about 488 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $299. Delta is 73% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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, January is the cheapest month in which you can book a flight from Madison to Toronto (average of $243). Flying from Madison to Toronto in August is currently the most expensive (average of $348). 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 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$384FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$299Average$439FlexibilityNo cancel feeOn-time69%

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