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Madison

$260+ 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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.
Fri 4/179:00 am
YHZ
-
MSN
2 stops11h 58m
United Airlines
Tue 4/216:00 am
MSN
-
YHZ
1 stop6h 03m
United Airlines
Deal found 1/26$362
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:20 am
YVR
-
MSN
2 stops14h 28m
Delta
Tue 3/36:20 am
MSN
-
YVR
1 stop6h 37m
Delta
Deal found 1/26$403
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/187:10 am
YYZ
-
MSN
1 stop11h 46m
Multiple Airlines
Sat 5/307:55 pm
MSN
-
YYZ
1 stop26h 40m
Multiple Airlines
Deal found 1/28$421
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:17 pm
YYZ
-
MSN
1 stop16h 00m
American Airlines
Sun 2/228:24 pm
MSN
-
YYZ
1 stop13h 34m
American Airlines
Deal found 1/27$426
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:35 am
YEG
-
MSN
1 stop12h 00m
Delta
Sat 9/1211:53 am
MSN
-
YEG
1 stop5h 05m
Delta
Deal found 1/27$430
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/187:10 am
YYZ
-
MSN
1 stop11h 46m
Multiple Airlines
Wed 6/36:05 pm
MSN
-
YYZ
1 stop19h 25m
Multiple Airlines
Deal found 1/28$433
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Thu 2/121:10 pm
YYZ
-
MSN
1 stop8h 46m
American Airlines
Sun 2/158:24 pm
MSN
-
YYZ
1 stop15h 06m
American Airlines
Deal found 1/26$434
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Tue 3/177:10 am
YYZ
-
MSN
1 stop11h 11m
Multiple Airlines
Sat 5/307:55 pm
MSN
-
YYZ
1 stop26h 40m
Multiple Airlines
Deal found 1/28$441
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/49:45 am
YOW
-
MSN
2 stops9h 02m
United Airlines
Sun 2/83:48 pm
MSN
-
YOW
1 stop4h 30m
United Airlines
Deal found 1/27$442
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Fri 3/65:55 pm
YOW
-
MSN
1 stop5h 42m
United Airlines
Tue 3/106:05 am
MSN
-
YOW
1 stop6h 27m
United Airlines
Deal found 1/26$446
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:15 am
YYZ
-
MSN
2 stops26h 53m
Multiple Airlines
Wed 2/256:36 pm
MSN
-
YYZ
1 stop28h 38m
Multiple Airlines
Deal found 1/27$451
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Tue 3/177:10 am
YYZ
-
MSN
1 stop11h 11m
Multiple Airlines
Wed 6/36:05 pm
MSN
-
YYZ
1 stop19h 25m
Multiple Airlines
Deal found 1/28$452

Find flight deals from Canada to Madison

Keep the following information in mind while searching for Canada to Madison flight deals. Data was last updated January 29, 2026.

Round-trip from

$362
(United Airlines)

One-way from

$260
(United Airlines)

Popular in

December

Cheapest in

May

Average price

$500
From Canada to Madison Truax Field
Search Deals
One-way flight from Canada to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 29, 2026.
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

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Fri 4/17

9:00 am-6:58 pm

2 stops11h 58m

Madison Truax Field

Tue 4/21

6:00 am-2:03 pm

1 stop6h 03m

$362

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Fri 2/27

6:20 am-10:48 pm

2 stops14h 28m

Madison Truax Field

Tue 3/3

6:20 am-10:57 am

1 stop6h 37m

$403

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/12

1:10 pm-8:56 pm

1 stop8h 46m

Madison Truax Field

Sun 2/15

8:24 pm-12:30 pm

1 stop15h 06m

$434

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Fri 3/6

5:55 pm-10:37 pm

1 stop5h 42m

Madison Truax Field

Tue 3/10

6:05 am-1:32 pm

1 stop6h 27m

$446

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Thu 3/26

7:35 pm-10:05 am

2 stops12h 30m

Madison Truax Field

Tue 3/31

6:00 am-10:57 am

1 stop6h 57m

$458

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Thu 3/26

1:50 pm-10:32 pm

1 stop6h 42m

Madison Truax Field

Tue 3/31

6:00 am-11:33 am

1 stop7h 33m

$466

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 2/21

6:00 am-5:04 pm

2 stops12h 04m

Madison Truax Field

Tue 2/24

8:00 am-5:47 pm

1 stop8h 47m

$479

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 3/23

8:20 pm-5:21 pm

1 stop22h 01m

Madison Truax Field

Wed 6/3

9:54 am-2:05 pm

2 stops27h 11m

$481

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Fri 3/6

3:45 pm-9:17 am

1 stop18h 32m

Madison Truax Field

Tue 3/10

5:00 am-3:05 pm

1 stop9h 05m

$483

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 2/17

12:05 pm-6:58 pm

1 stop7h 53m

Madison Truax Field

Sat 2/21

2:48 pm-11:19 pm

1 stop7h 31m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 50 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, May is the cheapest month in which you can book a flight from Canada to Madison (average of $148). Flying from Canada to Madison in December is currently the most expensive (average of $434). 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.

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, Delta, and American Airlines can get you from Canada to Madison in just under 8h 46m. Your travel time can differ by up to 5h 42m. There are 488 mi between Canada and Madison. This flight may include one or multiple stops.

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

    $166 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $184 and $207, respectively.

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

    While some choose either Toronto Pearson Intl - Madison Truax Field or Montreal Pierre Elliott Trudeau 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, May is the cheapest month in which you can book a flight from Canada to Madison (average of $148). Flying from Canada to Madison in December is currently the most expensive (average of $434). 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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See prices for flight routes from nearby airports that may be better suited for you.
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