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$433+ Cheap flights from Madison (MSN) to Toronto (YTO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YTO
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
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 August 2, 2025.

Round-trip from

$433
(American Airlines)

Popular in

July

Cheapest in

March

Average price

$152
From Madison Truax Field to Toronto (YTO)
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Highest demand for flights based on searches. 14% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 2, 2025.

This American Airlines deal was found by Cheapflights users on 8/1. 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 9/156:40 pmMSN - YYZ
1 stop15h 19mAmerican Airlines
Mon 9/226:30 amYYZ - MSN
1 stop8h 54mAmerican Airlines
Deal found 8/1$433
This WestJet deal was found by Cheapflights users on 8/1. 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.
Sat 8/306:05 amMSN - YYZ
2 stops17h 28mWestJet
Sun 8/316:13 pmYYZ - MSN
1 stop5h 01mWestJet
Deal found 8/1$446
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/1310:19 amMSN - YYZ
1 stop11h 25mMultiple Airlines
Mon 8/1811:15 pmYYZ - MSN
2 stops35h 24mMultiple Airlines
Deal found 8/1$483
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Tue 9/163:58 pmMSN - YYZ
1 stop7h 00mUnited Airlines
Tue 9/239:00 amYYZ - MSN
1 stop7h 02mUnited Airlines
Deal found 8/1$573
This Delta deal was found by Cheapflights users on 8/1. 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.
Tue 8/266:00 amMSN - YYZ
1 stop16h 43mDelta
Tue 9/26:04 amYYZ - MSN
2 stops12h 00mDelta
Deal found 8/1$631

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 August 2, 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

Mon 9/15

6:40 pm-10:59 am

1 stop15h 19m

Toronto Pearson Intl

Mon 9/22

6:30 am-2:24 pm

1 stop8h 54m

$433

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 8/30

6:05 am-12:33 am

2 stops17h 28m

Toronto Pearson Intl

Sun 8/31

6:13 pm-10:14 pm

1 stop5h 01m

$446

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 8/13

10:19 am-10:44 pm

1 stop11h 25m

Toronto Pearson Intl

Mon 8/18

11:15 pm-9:39 am

2 stops35h 24m

$483

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Tue 9/16

3:58 pm-11:58 pm

1 stop7h 00m

Toronto Pearson Intl

Tue 9/23

9:00 am-3:02 pm

1 stop7h 02m

$573

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Tue 8/26

6:00 am-11:43 pm

1 stop16h 43m

Toronto Pearson Intl

Tue 9/2

6:04 am-5:04 pm

2 stops12h 00m

$631

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

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.

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 August 2, 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
7,983 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
8,904 reviews
Delta
8.0
Very good
7,983 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
7,983 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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!
WestJet
7.2
Good
2,980 reviews
Delta
8.0
Very good
7,983 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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 3 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

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

    Our cheapest airline available from Madison to Toronto is American Airlines. Our recent data shows that you can find tickets from as low as $433 on this airline. Additional options worth looking into are WestJet and United Airlines, starting at $446 and $573 round-trip.

  • 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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Alternative routes for Madison to Toronto

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Top 3 airlines flying from Madison to Toronto

Discover the top 3 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 August 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$384FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$293Average$475FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$299Average$478FlexibilityNo cancel feeOn-time69%

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