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$212+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
Jul 30 — Aug 61
Wed 7/30
Wed 8/6
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 July 25, 2025.

Round-trip from

$417
(Kiwi.com)

One-way from

$212
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$762
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. 14% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/106:08 pmMSN - YYZ
1 stop18h 44mMultiple Airlines
Sat 9/137:15 amYYZ - MSN
1 stop11h 13mMultiple Airlines
Deal found 7/23$417
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/69:35 amMSN - YYZ
1 stop7h 08mAmerican Airlines
Sat 9/136:30 amYYZ - MSN
1 stop8h 00mAmerican Airlines
Deal found 7/23$434
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/131:21 pmMSN - YYC
1 stop11h 08mAmerican Airlines
Thu 8/216:29 amYYC - MSN
1 stop15h 59mAmerican Airlines
Deal found 7/24$439
This Delta deal was found by Cheapflights users on 7/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/82:48 pmMSN - YVR
2 stops11h 27mDelta
Sun 10/127:35 pmYVR - MSN
2 stops11h 13mDelta
Deal found 7/23$478
This American Airlines deal was found by Cheapflights users on 7/24. 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 9/26:45 amMSN - YVR
1 stop16h 30mAmerican Airlines
Tue 9/211:50 pmYVR - MSN
1 stop18h 06mAmerican Airlines
Deal found 7/24$481
This United Airlines deal was found by Cheapflights users on 7/24. 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 9/36:30 amMSN - YYZ
2 stops9h 49mUnited Airlines
Wed 9/109:00 amYYZ - MSN
1 stop7h 02mUnited Airlines
Deal found 7/24$499
This United Airlines deal was found by Cheapflights users on 7/24. 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 9/28:55 amMSN - YVR
1 stop9h 05mUnited Airlines
Tue 9/27:20 pmYVR - MSN
2 stops15h 51mUnited Airlines
Deal found 7/24$503
This American Airlines deal was found by Cheapflights users on 7/24. 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 9/96:41 pmMSN - YUL
1 stop16h 04mAmerican Airlines
Mon 9/155:15 pmYUL - MSN
1 stop17h 25mAmerican Airlines
Deal found 7/24$545
This United Airlines deal was found by Cheapflights users on 7/24. 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 8/286:30 amMSN - YUL
1 stop9h 56mUnited Airlines
Tue 9/29:45 amYUL - MSN
1 stop5h 04mUnited Airlines
Deal found 7/24$574
This flygcity.se deal was found by Cheapflights users on 7/24. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/225:30 amMSN - YYZ
2 stops10h 05mBritish Airways
Fri 8/296:30 amYYZ - MSN
1 stop7h 29mBritish Airways
Deal found 7/24$609
This American Airlines deal was found by Cheapflights users on 7/24. 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
1 stop16h 11mAmerican Airlines
Wed 10/294:14 pmYQB - MSN
1 stop21h 56mAmerican Airlines
Deal found 7/24$615
This Delta deal was found by Cheapflights users on 7/24. 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 8/56:10 pmMSN - YUL
1 stop3h 58mDelta
Tue 8/127:00 amYUL - MSN
1 stop10h 27mDelta
Deal found 7/24$625

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 July 25, 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

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 9/10

6:08 pm-1:52 pm

1 stop18h 44m

Toronto Pearson Intl

Sat 9/13

7:15 am-5:28 pm

1 stop11h 13m

$417

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 9/6

9:35 am-5:43 pm

1 stop7h 08m

Toronto Pearson Intl

Sat 9/13

6:30 am-1:30 pm

1 stop8h 00m

$434

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Wed 8/13

1:21 pm-11:29 pm

1 stop11h 08m

Calgary

Thu 8/21

6:29 am-11:28 pm

1 stop15h 59m

$439

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Wed 10/8

2:48 pm-12:15 am

2 stops11h 27m

Vancouver Intl

Sun 10/12

7:35 pm-8:48 am

2 stops11h 13m

$478

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Tue 9/2

6:45 am-9:15 pm

1 stop16h 30m

Vancouver Intl

Tue 9/2

11:50 pm-7:56 pm

1 stop18h 06m

$481

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 9/3

6:30 am-5:19 pm

2 stops9h 49m

Toronto Pearson Intl

Wed 9/10

9:00 am-3:02 pm

1 stop7h 02m

$499

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Tue 9/2

8:55 am-4:00 pm

1 stop9h 05m

Vancouver Intl

Tue 9/2

7:20 pm-1:11 pm

2 stops15h 51m

$503

MadisonMontreal

MSN - YUL

MSNYUL

Madison Truax Field

Tue 9/9

6:41 pm-11:45 am

1 stop16h 04m

Montreal Pierre Elliott Trudeau Intl

Mon 9/15

5:15 pm-9:40 am

1 stop17h 25m

$545

MadisonMontreal

MSN - YUL

MSNYUL

Madison Truax Field

Thu 8/28

6:30 am-5:26 pm

1 stop9h 56m

Montreal Pierre Elliott Trudeau Intl

Tue 9/2

9:45 am-1:49 pm

1 stop5h 04m

$574

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 8/22

5:30 am-4:35 pm

2 stops10h 05m

Toronto Pearson Intl

Fri 8/29

6:30 am-12:59 pm

1 stop7h 29m

$609

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 52 results
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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, 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 July 25, 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 July 25, 2025.
Read through reviews of airlines operating flights from Madison to Canada, such as Alaska Airlines, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,967 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,876 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
WestJet
7.2
Good
2,963 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Entertainment

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

  • What are the cheapest airlines to fly from Madison to Canada one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $230. However, be on the lookout for offers from American Airlines 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 - 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, 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

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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 4 airlines flying from Madison to Canada

Discover the top 4 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 July 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$640FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$244Average$652FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$632FlexibilityNo cancel feeOn-time71%
WestJetCheapest$432Average$565FlexibilityNo cancel feeOn-time60%

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