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$259+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This American Airlines deal was found by Cheapflights users on 12/13. 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 12/168:11 amMSN - YYZ
1 stop12h 19mAmerican Airlines
Fri 1/1610:59 amYYZ - MSN
1 stop12h 41mAmerican Airlines
Deal found 12/13$694
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/315:00 amMSN - YYC
1 stop7h 35mUnited Airlines
Mon 1/126:15 amYYC - MSN
1 stop7h 23mUnited Airlines
Deal found 12/15$716
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/258:15 amMSN - YVR
1 stop9h 35mUnited Airlines
Mon 12/298:45 amYVR - MSN
1 stop11h 18mUnited Airlines
Deal found 12/14$732
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/2510:45 amMSN - YYZ
1 stop9h 36mUnited Airlines
Fri 1/169:00 amYYZ - MSN
1 stop11h 07mUnited Airlines
Deal found 12/13$737
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/313:15 pmMSN - YYC
1 stop21h 24mAmerican Airlines
Mon 1/121:40 pmYYC - MSN
1 stop22h 06mAmerican Airlines
Deal found 12/13$753
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/256:00 amMSN - YYZ
2 stops8h 59mAmerican Airlines
Fri 1/166:00 amYYZ - MSN
1 stop7h 46mAmerican Airlines
Deal found 12/13$792
This Justfly.com deal was found by Cheapflights users on 12/15. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:31 amMSN - YYC
2 stops25h 34mWestJet
Mon 1/1212:15 pmYYC - MSN
2 stops9h 35mWestJet
Deal found 12/15$809
This Delta deal was found by Cheapflights users on 12/13. 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 12/166:00 amMSN - YVR
1 stop7h 03mDelta
Thu 12/2512:45 pmYVR - MSN
1 stop7h 24mDelta
Deal found 12/13$822
This FlightHub deal was found by Cheapflights users on 12/14. 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.
Tue 12/305:01 pmMSN - YYC
2 stops27h 14mWestJet
Mon 1/1212:15 pmYYC - MSN
2 stops9h 35mWestJet
Deal found 12/14$824
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Tue 12/165:32 pmMSN - YYZ
1 stop4h 55mMultiple Airlines
Fri 1/166:20 pmYYZ - MSN
2 stops24h 16mMultiple Airlines
Deal found 12/13$864
This Air Canada deal was found by Cheapflights users on 12/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:00 amMSN - YYZ
2 stops8h 14mAir Canada
Fri 1/167:30 amYYZ - MSN
2 stops8h 22mAir Canada
Deal found 12/13$865
This Delta deal was found by Cheapflights users on 12/13. 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 12/166:00 amMSN - YVR
1 stop7h 03mDelta
Wed 12/248:45 amYVR - MSN
2 stops11h 24mDelta
Deal found 12/13$870

Find flight deals from Madison to Canada

Keep the following information in mind while searching for Madison to Canada flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$333
(United Airlines)

One-way from

$259
(American Airlines)

Popular in

August

Cheapest in

January
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. 33% potential increase in price ($311 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($62 potential savings vs. average RT price).
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 December 15, 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

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Tue 3/31

6:05 am-1:54 pm

1 stop5h 49m

Halifax Intl

Sat 4/11

2:50 pm-8:25 pm

1 stop7h 35m

$333

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Mon 3/30

6:05 am-1:54 pm

1 stop5h 49m

Halifax Intl

Sat 4/11

2:50 pm-8:25 pm

1 stop7h 35m

$333

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Wed 4/1

6:05 am-1:54 pm

1 stop5h 49m

Halifax Intl

Sat 4/11

2:50 pm-8:25 pm

1 stop7h 35m

$333

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Wed 1/14

6:00 am-2:31 pm

1 stop6h 31m

Halifax Intl

Tue 1/20

3:15 pm-1:15 pm

2 stops24h 00m

$343

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Tue 3/31

6:05 am-1:54 pm

1 stop5h 49m

Halifax Intl

Tue 4/7

2:50 pm-10:40 pm

2 stops9h 50m

$343

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Mon 3/30

6:05 am-1:54 pm

1 stop5h 49m

Halifax Intl

Tue 4/7

2:50 pm-10:40 pm

2 stops9h 50m

$343

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Tue 1/27

6:00 am-9:23 pm

1 stop14h 23m

Toronto Pearson Intl

Tue 2/3

11:30 am-6:44 pm

1 stop8h 14m

$387

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 1/29

1:16 pm-9:23 pm

1 stop7h 07m

Toronto Pearson Intl

Thu 2/5

7:04 pm-10:55 am

1 stop16h 51m

$387

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Wed 1/28

2:50 pm-11:59 pm

2 stops11h 09m

Vancouver Intl

Wed 2/4

11:40 am-10:50 pm

2 stops9h 10m

$418

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Tue 3/31

6:05 am-4:03 pm

1 stop7h 58m

Halifax Intl

Wed 4/8

7:00 am-3:05 pm

2 stops10h 05m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

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 January is currently the most expensive (average of $358). 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 December 15, 2025.

It’s optimal to fly from Madison to Canada at noon. By choosing this option you can save up to 23% 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 December 15, 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
8,008 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

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.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

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.
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

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 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 5h 49m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. There are 1283 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 most popular routes from Madison to Canada?

    Most travelers choose Madison Truax Field - Vancouver Intl, Madison Truax Field - Montreal Pierre Elliott Trudeau Intl or Madison Truax Field - Halifax 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 January is currently the most expensive (average of $358). 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$628FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$317Average$673FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$377Average$675FlexibilityNo cancel feeOn-time71%

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