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$126+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
Apr 11 — Apr 181
Sat 4/11
Sat 4/18
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 March 12, 2026.

This United Airlines deal was found by Cheapflights users on 3/8. 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.
Sat 5/306:30 am
MSN
-
YHZ
1 stop7h 28m
United Airlines
Tue 6/24:50 pm
YHZ
-
MSN
1 stop8h 00m
United Airlines
Deal found 3/8$362
This FlightHub deal was found by Cheapflights users on 3/8. 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.
Thu 10/81:45 pm
MSN
-
YHZ
1 stop6h 00m
WestJet
Sun 10/183:30 pm
YHZ
-
MSN
1 stop23h 26m
WestJet
Deal found 3/8$369
This FlightHub deal was found by Cheapflights users on 3/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:00 am
MSN
-
YHZ
2 stops10h 25m
WestJet
Tue 10/131:30 pm
YHZ
-
MSN
2 stops9h 15m
WestJet
Deal found 3/9$393
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/238:24 pm
MSN
-
YYC
1 stop17h 35m
American Airlines
Thu 4/301:40 pm
YYC
-
MSN
1 stop8h 58m
American Airlines
Deal found 3/9$418
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Tue 4/75:42 pm
MSN
-
YYC
1 stop20h 17m
American Airlines
Tue 4/141:40 pm
YYC
-
MSN
1 stop19h 08m
American Airlines
Deal found 3/9$422
This United Airlines deal was found by Cheapflights users on 3/8. 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 4/286:30 am
MSN
-
YWG
1 stop5h 22m
United Airlines
Sat 5/22:00 pm
YWG
-
MSN
1 stop7h 20m
United Airlines
Deal found 3/8$429
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/188:24 pm
MSN
-
YUL
1 stop14h 20m
American Airlines
Thu 4/2312:30 pm
YUL
-
MSN
1 stop8h 24m
American Airlines
Deal found 3/9$429
This American Airlines deal was found by Cheapflights users on 3/8. 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 5/510:19 am
MSN
-
YUL
2 stops11h 39m
American Airlines
Sat 5/91:03 pm
YUL
-
MSN
2 stops11h 35m
American Airlines
Deal found 3/8$444
This United Airlines deal was found by Cheapflights users on 3/8. 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 4/289:00 am
MSN
-
YVR
1 stop7h 06m
United Airlines
Sat 5/27:00 am
YVR
-
MSN
2 stops11h 55m
United Airlines
Deal found 3/8$456
This American Airlines deal was found by Cheapflights users on 3/12. 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 5/2812:06 pm
MSN
-
YYC
1 stop12h 32m
American Airlines
Mon 6/11:40 pm
YYC
-
MSN
1 stop23h 03m
American Airlines
Deal found 3/12$457
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 6/36:05 pm
MSN
-
YYZ
1 stop21h 40m
Multiple Airlines
Sun 6/79:30 am
YYZ
-
MSN
2 stops23h 55m
Multiple Airlines
Deal found 3/8$458
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Mon 6/88:19 am
MSN
-
YYZ
1 stop14h 10m
American Airlines
Mon 6/151:15 pm
YYZ
-
MSN
1 stop11h 40m
American Airlines
Deal found 3/9$461

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 March 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$362
(United Airlines)

One-way from

$126
(Kiwi.com)

Popular in

August

Cheapest in

October

Average price

$918
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. 22% potential increase in price ($202 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($59 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 12, 2026.
Use the filters below to find and compare flights from Madison to Canada that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Sat 5/30

6:30 am-3:58 pm

1 stop7h 28m

Halifax Intl

Tue 6/2

4:50 pm-10:50 pm

1 stop8h 00m

$362

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Fri 8/7

1:45 pm-9:45 pm

1 stop6h 00m

Halifax Intl

Sat 8/15

3:30 pm-8:40 pm

1 stop7h 10m

$398
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 4/28

6:30 am-11:52 am

1 stop5h 22m

Winnipeg

Sat 5/2

2:00 pm-7:07 pm

1 stop5h 07m

$429

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Tue 4/28

9:00 am-2:06 pm

1 stop7h 06m

Vancouver Intl

Sat 5/2

7:00 am-8:55 pm

2 stops11h 55m

$456

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Sat 5/2

3:33 pm-10:56 pm

1 stop9h 23m

Vancouver Intl

Sun 5/10

1:59 pm-10:54 pm

1 stop6h 55m

$486

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 4/25

2:41 pm-10:56 am

1 stop20h 15m

Winnipeg

Sat 5/2

5:20 pm-10:51 pm

1 stop5h 31m

$491

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 4/28

6:30 pm-10:56 am

1 stop16h 26m

Winnipeg

Sat 5/2

5:20 pm-10:09 am

1 stop16h 49m

$491

MadisonEdmonton

MSN - YEG

MSNYEG

Madison Truax Field

Wed 4/29

9:00 am-2:08 pm

1 stop6h 08m

Edmonton

Sat 5/2

6:00 am-2:16 pm

1 stop7h 16m

$514

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 5/13

7:09 am-11:41 pm

1 stop15h 32m

Toronto Pearson Intl

Tue 6/23

6:15 am-8:13 pm

1 stop14h 58m

$525

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 5/13

7:09 am-11:41 pm

1 stop15h 32m

Toronto Pearson Intl

Sat 6/20

6:15 am-2:34 pm

1 stop9h 19m

$525

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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6

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 March 12, 2026.
Read through reviews of airlines operating flights from Madison to Canada, such as Delta,United Airlines, andAmerican 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
8,285 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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
8,285 reviews
Delta
7.9
Good
8,285 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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
9,418 reviews
Delta
7.9
Good
8,285 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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
7.1
Good
11,446 reviews
Delta
7.9
Good
8,285 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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 7h 28m. Fly via United Airlines, WestJet, 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 - 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 March 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$548FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$143Average$704FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$377Average$692FlexibilityNo cancel feeOn-time71%

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