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$224+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$359
(American Airlines)

One-way from

$224
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$567
From Madison Truax Field to Canada
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One-way flight from Madison Truax Field to Canada
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Highest demand for flights based on searches. 36% potential increase in price ($311 potential increase over avg. RT price).
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Cheapest flight prices on average. 14% potential price decrease ($69 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 10/254:29 pmMSN - YYC
1 stop21h 05mAmerican Airlines
Sat 11/11:29 pmYYC - MSN
1 stop19h 49mAmerican Airlines
Deal found 9/10$359
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/198:25 pmMSN - YQB
1 stop16h 11mAmerican Airlines
Fri 10/244:14 pmYQB - MSN
1 stop19h 30mAmerican Airlines
Deal found 9/10$361
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/68:25 pmMSN - YQB
1 stop16h 11mAmerican Airlines
Wed 10/154:14 pmYQB - MSN
1 stop8h 22mAmerican Airlines
Deal found 9/10$369
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/168:25 pmMSN - YYC
1 stop17h 09mAmerican Airlines
Mon 10/201:29 pmYYC - MSN
1 stop20h 58mAmerican Airlines
Deal found 9/10$369
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/2511:16 amMSN - YHZ
2 stops24h 14mAmerican Airlines
Sat 11/12:15 pmYHZ - MSN
2 stops28h 50mAmerican Airlines
Deal found 9/10$371
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/228:25 pmMSN - YQB
2 stops18h 09mAmerican Airlines
Wed 10/294:14 pmYQB - MSN
1 stop19h 01mAmerican Airlines
Deal found 9/10$371
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/88:25 pmMSN - YVR
1 stop18h 05mAmerican Airlines
Sun 10/121:28 pmYVR - MSN
1 stop19h 57mAmerican Airlines
Deal found 9/10$372
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/238:25 pmMSN - YYZ
1 stop15h 10mAmerican Airlines
Wed 10/291:15 pmYYZ - MSN
1 stop9h 48mAmerican Airlines
Deal found 9/9$392
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/254:29 pmMSN - YQB
2 stops22h 05mAmerican Airlines
Sat 11/112:29 pmYQB - MSN
2 stops22h 49mAmerican Airlines
Deal found 9/10$399
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/208:25 pmMSN - YHZ
2 stops63h 05mAmerican Airlines
Fri 10/242:15 pmYHZ - MSN
2 stops27h 44mAmerican Airlines
Deal found 9/10$438
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 10/37:59 pmMSN - YYC
2 stops16h 07mMultiple Airlines
Mon 10/68:55 amYYC - MSN
1 stop9h 19mMultiple Airlines
Deal found 9/10$449
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/256:08 pmMSN - YYZ
1 stop19h 12mMultiple Airlines
Sat 11/17:15 amYYZ - MSN
2 stops11h 13mMultiple Airlines
Deal found 9/10$451

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 September 11, 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

MadisonQuébec City

MSN - YQB

MSNYQB

Madison Truax Field

Wed 10/22

11:55 am-1:36 pm

1 stop24h 41m

Québec City

Wed 10/29

4:14 pm-10:15 am

1 stop19h 01m

$361

MadisonQuébec City

MSN - YQB

MSNYQB

Madison Truax Field

Sun 10/19

8:25 pm-1:36 pm

1 stop16h 11m

Québec City

Fri 10/24

4:14 pm-10:44 am

1 stop19h 30m

$361

MadisonQuébec City

MSN - YQB

MSNYQB

Madison Truax Field

Sat 10/25

2:14 pm-1:36 pm

1 stop22h 22m

Québec City

Sat 11/1

4:14 pm-5:05 pm

1 stop25h 51m

$361

MadisonQuébec City

MSN - YQB

MSNYQB

Madison Truax Field

Mon 10/6

8:25 pm-1:36 pm

1 stop16h 11m

Québec City

Wed 10/15

4:14 pm-11:36 pm

1 stop8h 22m

$369

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Thu 10/16

8:25 pm-12:34 pm

1 stop17h 09m

Calgary

Mon 10/20

1:29 pm-11:27 am

1 stop20h 58m

$369

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Wed 10/8

8:25 pm-12:30 pm

1 stop18h 05m

Vancouver Intl

Sun 10/12

1:28 pm-11:25 am

1 stop19h 57m

$372

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Thu 10/23

4:29 pm-12:30 pm

1 stop22h 01m

Vancouver Intl

Thu 10/30

1:28 pm-10:24 am

1 stop18h 56m

$372

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Mon 10/20

8:25 pm-1:30 pm

2 stops63h 05m

Halifax Intl

Fri 10/24

2:15 pm-3:59 pm

2 stops27h 44m

$438

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 10/3

7:59 pm-11:06 am

2 stops16h 07m

Calgary

Mon 10/6

8:55 am-7:14 pm

1 stop9h 19m

$449

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 10/25

6:08 pm-2:20 pm

1 stop19h 12m

Toronto Pearson Intl

Sat 11/1

7:15 am-5:28 pm

2 stops11h 13m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 47 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, January is the cheapest month in which you can book a flight from Madison to Canada (average of $243). Flying from Madison to Canada in August is currently the most expensive (average of $348). 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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Canada as you normally would.

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 September 11, 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
8.0
Very good
7,960 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 8h 41m. Fly via American Airlines, Delta, or WestJet to get the fastest option. There are 1657 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 American Airlines, with whom users have recently found tickets for as low as $228. However, be on the lookout for offers from WestJet and United 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 - Calgary 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, January is the cheapest month in which you can book a flight from Madison to Canada (average of $243). Flying from Madison to Canada in August is currently the most expensive (average of $348). 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

Browse thousands of different options on Cheapflights for your next trip

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$624FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$244Average$600FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$378Average$705FlexibilityNo cancel feeOn-time71%

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