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$158+ Cheap flights from Madison (MSN) to Canada

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Madison to Canada

Cheapest flights from Madison to Canada
Explore the most affordable flight options available from Madison to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 12/48:08 pmMSN - YYZ
1 stop13h 48mAmerican Airlines
Sun 12/76:24 pmYYZ - MSN
1 stop15h 55mAmerican Airlines
Deal found 10/28$358
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/106:08 pmMSN - YYZ
1 stop29h 03mMultiple Airlines
Sun 12/147:35 amYYZ - MSN
1 stop30h 59mMultiple Airlines
Deal found 10/27$401
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/109:48 amMSN - YYZ
1 stop10h 31mMultiple Airlines
Fri 12/122:20 pmYYZ - MSN
1 stop19h 48mMultiple Airlines
Deal found 10/27$429
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 12/112:34 pmMSN - YYZ
1 stop8h 15mMultiple Airlines
Fri 12/122:20 pmYYZ - MSN
1 stop19h 48mMultiple Airlines
Deal found 10/27$435
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/106:08 pmMSN - YYZ
1 stop29h 03mMultiple Airlines
Sat 12/137:10 amYYZ - MSN
1 stop11h 18mMultiple Airlines
Deal found 10/27$438
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 12/112:34 pmMSN - YYZ
1 stop8h 15mMultiple Airlines
Sun 12/147:35 amYYZ - MSN
1 stop30h 59mMultiple Airlines
Deal found 10/27$451
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/176:08 pmMSN - YYZ
1 stop19h 12mMultiple Airlines
Sat 1/37:55 pmYYZ - MSN
2 stops23h 27mMultiple Airlines
Deal found 10/27$471
This Delta deal was found by Cheapflights users on 10/28. 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.
Fri 12/121:22 pmMSN - YVR
2 stops12h 37mDelta
Fri 12/197:36 pmYVR - MSN
2 stops12h 34mDelta
Deal found 10/28$475
This Delta deal was found by Cheapflights users on 10/29. 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 12/306:31 amMSN - YVR
2 stops14h 08mDelta
Tue 1/67:37 pmYVR - MSN
2 stops12h 57mDelta
Deal found 10/29$502
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/119:49 amMSN - YYZ
1 stop10h 40mAmerican Airlines
Thu 12/1811:38 amYYZ - MSN
1 stop12h 59mAmerican Airlines
Deal found 10/27$504
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Mon 11/1012:10 pmMSN - YYZ
1 stop28h 34mMultiple Airlines
Wed 11/1210:20 amYYZ - MSN
1 stop25h 51mMultiple Airlines
Deal found 10/28$507
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Mon 11/1012:10 pmMSN - YYZ
1 stop28h 34mMultiple Airlines
Thu 11/137:35 amYYZ - MSN
1 stop31h 01mMultiple Airlines
Deal found 10/27$509

Cheap flight deals from Madison to Canada

Keep the following information in mind while searching for Madison to Canada flight deals. Data was last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$358
(American Airlines)

One-way from

$158
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$392
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 Canada
Search Deals
One-way flight from Madison Truax Field to Canada
Search Deals
Highest demand for flights based on searches. 38% potential increase in price ($349 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($66 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Canada 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 October 29, 2025.
Use the filters below to find and compare flights from Madison to Canada that are best for you.

Fly from

Madison

Fly to

Canada

Route

Depart

Return

Price

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 12/12

5:00 am-5:44 pm

1 stop11h 44m

Toronto Pearson Intl

Fri 12/19

4:40 pm-1:20 am

1 stop9h 40m

$358

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 12/11

8:08 pm-10:56 am

1 stop13h 48m

Toronto Pearson Intl

Sat 12/13

6:00 am-4:09 pm

1 stop11h 09m

$358

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 12/10

6:08 pm-12:11 am

1 stop29h 03m

Toronto Pearson Intl

Sun 12/14

7:35 am-1:34 pm

1 stop30h 59m

$401

MadisonEdmonton

MSN - YEG

MSNYEG

Madison Truax Field

Mon 1/19

4:20 pm-10:19 pm

1 stop6h 59m

Edmonton

Sat 1/24

6:00 am-2:38 pm

1 stop7h 38m

$412

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Sat 4/11

2:25 pm-12:04 am

2 stops7h 39m

Halifax Intl

Tue 4/14

2:50 pm-7:56 pm

1 stop7h 06m

$420

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 12/10

9:48 am-9:19 pm

1 stop10h 31m

Toronto Pearson Intl

Fri 12/12

2:20 pm-9:08 am

1 stop19h 48m

$429

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 12/11

2:34 pm-11:49 pm

1 stop8h 15m

Toronto Pearson Intl

Fri 12/12

2:20 pm-9:08 am

1 stop19h 48m

$435

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 12/10

6:08 pm-12:11 am

1 stop29h 03m

Toronto Pearson Intl

Sat 12/13

7:10 am-5:28 pm

1 stop11h 18m

$438

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Fri 12/12

1:22 pm-11:59 pm

2 stops12h 37m

Vancouver Intl

Fri 12/19

7:36 pm-10:10 am

2 stops12h 34m

$475

MadisonEdmonton

MSN - YEG

MSNYEG

Madison Truax Field

Mon 1/19

4:20 pm-10:19 pm

1 stop6h 59m

Edmonton

Fri 1/23

12:55 am-4:51 pm

2 stops14h 56m

$482

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 60 results
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Best time to book a flight from Madison to Canada

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

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

Currently, May is the cheapest month in which you can book a flight from Madison to Canada (average of $143). Flying from Madison to Canada in October is currently the most expensive (average of $339). 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.

What is the cheapest time of day to fly from MSN to CA?

Find hourly flight availability from Madison to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

It’s optimal to fly from Madison to Canada at noon. By choosing this option you can save up to 16% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Canada

Get insights into the airlines that provide service to Canada. 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 Canada. Reviews last updated October 29, 2025.
Read through reviews of airlines operating flights from Madison to Canada, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,992 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,999 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

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

    If you book a flight to Canada 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.

  • How long is the flight from Madison to Canada?

    There are many flights that can get you from Madison to Canada in 6h 59m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. There are 1309 mi between Madison and Canada. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Madison to Canada one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $180. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Madison to Canada for a low price.

  • What are the most popular routes from Madison to Canada?

    Most travelers choose Madison Truax Field - Montreal Pierre Elliott Trudeau Intl, Madison Truax Field - Vancouver Intl or Madison Truax Field - Toronto Pearson Intl when deciding on the best route from Madison to Canada.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Canada 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 Canada?

    Currently, May is the cheapest month in which you can book a flight from Madison to Canada (average of $143). Flying from Madison to Canada in October is currently the most expensive (average of $339). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Madison to Canada

Discover the top 3 airlines that operate flights from Madison to Canada. 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$638FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$306Average$657FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$327Average$637FlexibilityNo cancel feeOn-time71%

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