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Madison

$199+ Cheap flights from Canada to Madison (MSN)

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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Canada to Madison

Keep the following information in mind while searching for Canada to Madison flight deals. Data was last updated October 30, 2025.

Round-trip from

$301
(United Airlines)

One-way from

$199
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$571
From Canada to Madison Truax Field
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One-way flight from Canada to Madison Truax Field
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Highest demand for flights based on searches. 31% potential increase in price ($257 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Canada to Madison

Cheapest flights from Canada to Madison
Explore the most affordable flight options available from Canada to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/29. 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 12/246:00 amYYZ - MSN
1 stop12h 42mAmerican Airlines
Sun 12/288:10 pmMSN - YYZ
1 stop15h 24mAmerican Airlines
Deal found 10/29$337
This Delta deal was found by Cheapflights users on 10/30. 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 12/248:45 amYVR - MSN
2 stops11h 24mDelta
Wed 1/711:00 amMSN - YVR
2 stops11h 54mDelta
Deal found 10/30$417
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/2511:32 amYYZ - MSN
1 stop11h 51mAmerican Airlines
Sun 11/309:15 pmMSN - YYZ
1 stop14h 17mAmerican Airlines
Deal found 10/29$440
This Delta deal was found by Cheapflights users on 10/29. 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 11/137:36 pmYVR - MSN
2 stops11h 16mDelta
Sun 11/166:00 amMSN - YVR
1 stop6h 57mDelta
Deal found 10/29$479
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/252:15 pmYYZ - MSN
1 stop7h 20mUnited Airlines
Sun 11/309:30 pmMSN - YYZ
2 stops14h 55mUnited Airlines
Deal found 10/29$489
This Delta deal was found by Cheapflights users on 10/29. 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.
Mon 11/107:36 pmYVR - MSN
2 stops11h 16mDelta
Wed 11/121:30 pmMSN - YVR
2 stops12h 29mDelta
Deal found 10/29$503
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/226:00 amYUL - MSN
1 stop6h 43mUnited Airlines
Sat 11/222:48 pmMSN - YUL
1 stop5h 29mUnited Airlines
Deal found 10/29$506
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/217:10 amYUL - MSN
1 stop6h 33mDelta
Sat 11/223:00 pmMSN - YUL
1 stop7h 42mDelta
Deal found 10/29$511
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/196:00 amYUL - MSN
1 stop14h 21mUnited Airlines
Thu 11/2010:35 amMSN - YUL
2 stops8h 13mUnited Airlines
Deal found 10/29$512
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/131:32 pmYVR - MSN
1 stop18h 58mAmerican Airlines
Sun 11/166:00 amMSN - YVR
1 stop8h 37mAmerican Airlines
Deal found 10/29$512
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/257:14 amYUL - MSN
1 stop8h 30mAmerican Airlines
Tue 11/258:12 pmMSN - YUL
1 stop17h 57mAmerican Airlines
Deal found 10/29$523
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/207:00 amYUL - MSN
2 stops8h 03mUnited Airlines
Sat 11/223:58 pmMSN - YUL
1 stop4h 19mUnited Airlines
Deal found 10/29$533

Cheapflights Fare Finder

 
Customize your flight search to find flights from Canada to Madison 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 October 30, 2025.
Use the filters below to find and compare flights from Canada to Madison that are best for you.

Fly from

Canada

Fly to

Madison

Route

Depart

Return

Price

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Thu 1/22

5:55 pm-11:44 pm

1 stop6h 49m

Madison Truax Field

Sat 1/24

6:00 am-1:32 pm

1 stop6h 32m

$301

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 12/24

6:00 am-5:42 pm

1 stop12h 42m

Madison Truax Field

Sun 12/28

8:10 pm-12:34 pm

1 stop15h 24m

$337

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Tue 3/24

3:15 pm-10:38 pm

2 stops9h 23m

Madison Truax Field

Sat 3/28

6:30 am-10:11 pm

2 stops13h 41m

$400

EdmontonMadison

YEG - MSN

YEGMSN

Edmonton

Wed 4/15

6:40 am-9:57 pm

2 stops14h 17m

Madison Truax Field

Sat 4/18

6:15 am-3:09 pm

2 stops9h 54m

$416

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Wed 12/24

8:45 am-10:09 pm

2 stops11h 24m

Madison Truax Field

Wed 1/7

11:00 am-8:54 pm

2 stops11h 54m

$417

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Fri 3/13

6:15 pm-1:52 pm

1 stop20h 37m

Madison Truax Field

Tue 3/17

6:50 pm-10:20 am

1 stop14h 30m

$432

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 11/25

11:32 am-10:23 pm

1 stop11h 51m

Madison Truax Field

Sun 11/30

9:15 pm-12:32 pm

1 stop14h 17m

$440

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Tue 3/24

3:11 pm-10:38 pm

2 stops8h 27m

Madison Truax Field

Thu 3/26

6:00 am-1:26 pm

1 stop6h 26m

$463

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Wed 4/15

5:30 am-9:57 pm

2 stops14h 27m

Madison Truax Field

Sat 4/18

6:15 am-10:59 am

1 stop6h 44m

$473

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Thu 11/13

7:36 pm-8:52 am

2 stops11h 16m

Madison Truax Field

Sun 11/16

6:00 am-10:57 am

1 stop6h 57m

$479

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 49 results
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Best time to book a flight from Canada to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Canada 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 Canada to Madison

What is the cheapest month to book a flight from Canada to Madison?

Currently, March is the cheapest month in which you can book a flight from Canada to Madison (average of $144). Flying from Canada to Madison in July is currently the most expensive (average of $284). 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 CA to MSN?

Find hourly flight availability from Canada to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

One of the essential ways to save on airfare from Canada to Madison is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 2% on airfare.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated October 30, 2025.
Read reviews from past customers who have flown United Airlines from Canada to Madison. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from Canada to Madison. 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 into for flights to Madison from Canada?

    Madison Truax Field (MSN) is the airport you will fly into if you book a flight from Canada to Madison. It is only a 5.4 mi journey from Truax Field (MSN) to Madison’s city center.

  • How long is the flight from Canada to Madison?

    United Airlines, American Airlines, and Delta can get you from Canada to Madison in just under 6h 49m. Your travel time can differ by up to 7h 28m. There are 692 mi between Canada and Madison. This flight may include one or multiple stops.

  • What are the most popular routes from Canada to Madison?

    While some choose either Montreal Pierre Elliott Trudeau Intl - Madison Truax Field or Toronto Pearson Intl - Madison Truax Field, Vancouver Intl - Madison Truax Field is the most popular route from Canada to Madison.

  • Can I find deals for flights from Canada to Madison that include hotel bookings?

    Yes. In addition to deals on Canada to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Canada to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Canada to Madison.

  • Can I find deals for business class flights from Canada to Madison?

    Yes. Cheapflights offers flight deals from Canada to Madison 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 Canada to Madison?

    Currently, March is the cheapest month in which you can book a flight from Canada to Madison (average of $144). Flying from Canada to Madison in July is currently the most expensive (average of $284). 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

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Canada to Madison

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Top airline flying from Canada to Madison

Discover the top airline that operate flights from Canada to Madison. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$306Average$562FlexibilityNo cancel feeOn-time69%

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