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$228+ 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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
May 27 — Jun 31
Wed 5/27
Wed 6/3
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 April 27, 2026.

This United Airlines deal was found by Cheapflights users on 4/25. 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.
Mon 5/256:29 am
MSN
-
YHZ
1 stop15h 26m
United Airlines
Mon 6/14:50 pm
YHZ
-
MSN
1 stop8h 00m
United Airlines
Deal found 4/25$358
This FlightHub deal was found by Cheapflights users on 4/22. 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 6/161:31 pm
MSN
-
YHZ
1 stop6h 14m
WestJet
Thu 6/183:30 pm
YHZ
-
MSN
1 stop23h 13m
WestJet
Deal found 4/22$369
This FlightHub deal was found by Cheapflights users on 4/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:26 am
MSN
-
YHZ
1 stop10h 14m
WestJet
Wed 10/143:30 pm
YHZ
-
MSN
1 stop7h 15m
WestJet
Deal found 4/26$371
This FlightHub deal was found by Cheapflights users on 4/25. 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 8/46:39 pm
MSN
-
YHZ
1 stop25h 01m
WestJet
Wed 8/123:30 pm
YHZ
-
MSN
1 stop19h 16m
WestJet
Deal found 4/25$375
This Justfly.com deal was found by Cheapflights users on 4/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am
MSN
-
YHZ
2 stops10h 25m
WestJet
Sat 9/263:30 pm
YHZ
-
MSN
1 stop23h 24m
WestJet
Deal found 4/26$379
This FlightHub deal was found by Cheapflights users on 4/22. 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 8/51:31 pm
MSN
-
YHZ
1 stop6h 09m
WestJet
Wed 8/121:30 pm
YHZ
-
MSN
2 stops9h 10m
WestJet
Deal found 4/22$383
This Justfly.com deal was found by Cheapflights users on 4/25. 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.
Mon 7/271:31 pm
MSN
-
YHZ
1 stop6h 09m
WestJet
Fri 7/311:30 pm
YHZ
-
MSN
2 stops21h 22m
WestJet
Deal found 4/25$385
This American Airlines deal was found by Cheapflights users on 4/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:21 pm
MSN
-
YHZ
1 stop20h 54m
American Airlines
Sat 9/262:55 pm
YHZ
-
MSN
1 stop5h 54m
American Airlines
Deal found 4/26$396
This Justfly.com deal was found by Cheapflights users on 4/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:30 am
MSN
-
YWG
1 stop4h 24m
WestJet
Sun 6/75:41 pm
YWG
-
MSN
1 stop5h 21m
WestJet
Deal found 4/27$433
This Justfly.com deal was found by Cheapflights users on 4/23. 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.
Tue 5/261:29 pm
MSN
-
YWG
2 stops11h 26m
WestJet
Thu 5/286:40 am
YWG
-
MSN
1 stop4h 28m
WestJet
Deal found 4/23$434
This FlightHub deal was found by Cheapflights users on 4/23. 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.
Mon 5/257:00 am
MSN
-
YWG
2 stops17h 55m
WestJet
Fri 5/296:00 am
YWG
-
MSN
2 stops11h 49m
WestJet
Deal found 4/23$440
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Wed 6/35:00 am
MSN
-
YEG
1 stop11h 47m
United Airlines
Sat 6/63:27 pm
YEG
-
MSN
1 stop6h 00m
United Airlines
Deal found 4/26$441

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 April 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$358
(United Airlines)

One-way from

$228
(Delta)

Popular in

August

Cheapest in

October

Average price

$548
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. 21% potential increase in price ($199 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($58 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 27, 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

Mon 5/25

6:29 am-11:55 pm

1 stop15h 26m

Halifax Intl

Mon 6/1

4:50 pm-10:50 pm

1 stop8h 00m

$358

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Tue 6/16

1:31 pm-9:45 pm

1 stop6h 14m

Halifax Intl

Thu 6/18

3:30 pm-12:43 pm

1 stop23h 13m

$369

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Sat 9/19

7:00 am-7:25 pm

2 stops10h 25m

Halifax Intl

Sat 9/26

3:30 pm-12:54 pm

1 stop23h 24m

$379

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Wed 8/5

1:31 pm-9:40 pm

1 stop6h 09m

Halifax Intl

Wed 8/12

1:30 pm-8:46 am

2 stops21h 16m

$383

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Wed 5/20

7:00 am-9:40 pm

1 stop12h 40m

Halifax Intl

Wed 5/27

1:30 pm-8:49 pm

2 stops9h 19m

$383

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Tue 6/16

1:31 pm-9:45 pm

1 stop6h 14m

Halifax Intl

Fri 6/19

3:45 pm-11:02 pm

2 stops9h 17m

$383

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Wed 10/7

7:00 am-7:25 pm

2 stops10h 25m

Halifax Intl

Wed 10/14

1:30 pm-8:45 pm

2 stops9h 15m

$395

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Thu 10/8

7:00 am-7:25 pm

2 stops10h 25m

Halifax Intl

Sun 10/18

3:45 pm-8:45 pm

2 stops31h 00m

$420

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Tue 9/29

7:00 am-9:25 pm

2 stops12h 25m

Halifax Intl

Sat 10/3

3:30 pm-8:40 pm

1 stop7h 10m

$431

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Mon 7/27

6:39 pm-7:25 pm

2 stops22h 46m

Halifax Intl

Sun 8/2

3:30 pm-12:42 pm

1 stop23h 12m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 60 resultsSorted by cheapest first
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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, April is the cheapest month in which you can book a flight from Madison to Canada (average of $143). Flying from Madison to Canada in July is currently the most expensive (average of $480). 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 April 27, 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
8,463 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
8,463 reviews
Delta
7.9
Good
8,463 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
9,665 reviews
Delta
7.9
Good
8,463 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
7.1
Good
11,668 reviews
Delta
7.9
Good
8,463 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

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 6h 14m. Fly via United Airlines, WestJet, or American Airlines 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 - Montreal Pierre Elliott Trudeau 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, April is the cheapest month in which you can book a flight from Madison to Canada (average of $143). Flying from Madison to Canada in July is currently the most expensive (average of $480). 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 April 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$156Average$757FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$632FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$377Average$706FlexibilityNo cancel feeOn-time71%

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