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$149+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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 4/286:00 am
MSN
-
YHZ
1 stop6h 03m
United Airlines
Sat 5/22:50 pm
YHZ
-
MSN
1 stop7h 55m
United Airlines
Deal found 1/26$353
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 3/18:24 pm
MSN
-
YYC
1 stop17h 36m
American Airlines
Fri 3/61:40 pm
YYC
-
MSN
1 stop18h 37m
American Airlines
Deal found 1/28$370
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 3/145:00 am
MSN
-
YYZ
1 stop15h 29m
American Airlines
Sat 3/216:00 am
YYZ
-
MSN
1 stop15h 52m
American Airlines
Deal found 1/27$407
This United Airlines deal was found by Cheapflights users on 1/26. 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 3/36:30 am
MSN
-
YWG
1 stop5h 27m
United Airlines
Wed 3/42:20 pm
YWG
-
MSN
1 stop6h 47m
United Airlines
Deal found 1/26$426
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:05 am
MSN
-
YHZ
1 stop6h 12m
United Airlines
Fri 3/202:58 pm
YHZ
-
MSN
2 stops9h 34m
United Airlines
Deal found 1/27$433
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:05 am
MSN
-
YHZ
1 stop8h 09m
United Airlines
Thu 3/197:00 am
YHZ
-
MSN
2 stops17h 32m
United Airlines
Deal found 1/28$442
This American Airlines deal was found by Cheapflights users on 1/27. 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 9/106:00 am
MSN
-
YHZ
1 stop5h 40m
American Airlines
Thu 9/174:06 pm
YHZ
-
MSN
1 stop7h 25m
American Airlines
Deal found 1/27$450
This Delta deal was found by Cheapflights users on 1/28. 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.
Wed 6/241:45 pm
MSN
-
YHZ
1 stop5h 55m
Delta
Fri 7/33:30 pm
YHZ
-
MSN
1 stop7h 10m
Delta
Deal found 1/28$463
This Delta deal was found by Cheapflights users on 1/28. 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.
Wed 6/245:45 am
MSN
-
YHZ
2 stops15h 42m
Delta
Sat 7/46:40 am
YHZ
-
MSN
1 stop9h 54m
Delta
Deal found 1/28$481
This WestJet deal was found by Cheapflights users on 1/28. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:54 pm
MSN
-
YWG
1 stop17h 07m
WestJet
Wed 3/45:19 pm
YWG
-
MSN
1 stop17h 00m
WestJet
Deal found 1/28$491
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:30 am
MSN
-
YUL
1 stop13h 47m
United Airlines
Fri 2/206:25 pm
YUL
-
MSN
1 stop27h 42m
United Airlines
Deal found 1/27$491
This Delta deal was found by Cheapflights users on 1/28. 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.
Thu 6/257:00 am
MSN
-
YHZ
2 stops11h 45m
Delta
Sat 7/46:40 am
YHZ
-
MSN
1 stop9h 54m
Delta
Deal found 1/28$501

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$353
(United Airlines)

One-way from

$149
(United Airlines)

Popular in

August

Cheapest in

April

Average price

$403
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. 32% potential increase in price ($292 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($61 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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 4/28

6:00 am-2:03 pm

1 stop6h 03m

Halifax Intl

Sat 5/2

2:50 pm-8:45 pm

1 stop7h 55m

$353

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sun 3/1

8:24 pm-1:00 pm

1 stop17h 36m

Calgary

Fri 3/6

1:40 pm-9:17 am

1 stop18h 37m

$370

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Wed 4/1

8:24 pm-12:50 pm

1 stop17h 26m

Calgary

Wed 4/8

6:45 am-11:37 pm

2 stops15h 52m

$380

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 4/11

2:16 pm-11:29 pm

1 stop8h 13m

Toronto Pearson Intl

Mon 4/13

1:15 pm-10:02 pm

1 stop9h 47m

$407

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 2/25

5:00 am-9:29 pm

1 stop15h 29m

Toronto Pearson Intl

Wed 3/4

1:10 pm-11:26 pm

1 stop11h 16m

$407

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 3/14

5:00 am-9:29 pm

1 stop15h 29m

Toronto Pearson Intl

Sat 3/21

6:00 am-8:52 pm

1 stop15h 52m

$407

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 4/10

8:25 pm-12:31 pm

1 stop15h 06m

Toronto Pearson Intl

Mon 4/13

1:15 pm-10:02 pm

1 stop9h 47m

$407

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 3/12

6:00 am-11:01 am

1 stop5h 01m

Winnipeg

Sat 3/14

6:40 am-3:10 pm

1 stop8h 30m

$426

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 3/3

6:30 am-11:57 am

1 stop5h 27m

Winnipeg

Wed 3/4

2:20 pm-9:07 pm

1 stop6h 47m

$426

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Fri 3/13

6:05 am-2:17 pm

1 stop6h 12m

Halifax Intl

Fri 3/20

2:58 pm-10:32 pm

2 stops9h 34m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 50 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 December is currently the most expensive (average of $372). 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 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 January 29, 2026.
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
8,128 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.9

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
8,128 reviews
Delta
7.9
Good
8,128 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.9

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
9,215 reviews
Delta
7.9
Good
8,128 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.9

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
11,205 reviews
Delta
7.9
Good
8,128 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.9

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 01m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. There are 599 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 - Toronto Pearson 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 December is currently the most expensive (average of $372). 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 Canada

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$561FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$143Average$694FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$377Average$666FlexibilityNo cancel feeOn-time71%

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