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Madison

$194+ 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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
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 May 20, 2026.

This United Airlines deal was found by Cheapflights users on 5/18. 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 6/174:50 pm
YHZ
-
MSN
1 stop8h 15m
United Airlines
Sun 6/218:05 am
MSN
-
YHZ
1 stop5h 53m
United Airlines
Deal found 5/18$332
This WestJet deal was found by Cheapflights users on 5/19. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/173:30 pm
YHZ
-
MSN
1 stop19h 20m
WestJet
Sun 6/211:31 pm
MSN
-
YHZ
1 stop6h 14m
WestJet
Deal found 5/19$411
This United Airlines deal was found by Cheapflights users on 5/16. 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 10/217:00 am
YHZ
-
MSN
2 stops10h 04m
United Airlines
Sat 10/245:00 am
MSN
-
YHZ
2 stops9h 00m
United Airlines
Deal found 5/16$413
This Delta deal was found by Cheapflights users on 5/18. 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 6/166:00 am
YVR
-
MSN
2 stops13h 02m
Delta
Sun 6/216:00 am
MSN
-
YVR
1 stop6h 53m
Delta
Deal found 5/18$430
This Delta deal was found by Cheapflights users on 5/17. 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 6/96:00 am
YVR
-
MSN
1 stop6h 05m
Delta
Sun 6/216:00 am
MSN
-
YVR
1 stop6h 53m
Delta
Deal found 5/17$434
This Delta deal was found by Cheapflights users on 5/17. 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 6/82:45 pm
YVR
-
MSN
1 stop6h 17m
Delta
Sun 6/216:00 am
MSN
-
YVR
1 stop6h 53m
Delta
Deal found 5/17$437
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Fri 6/123:13 pm
YYZ
-
MSN
1 stop10h 27m
American Airlines
Sat 6/205:00 am
MSN
-
YYZ
1 stop11h 44m
American Airlines
Deal found 5/19$451
This American Airlines deal was found by Cheapflights users on 5/19. 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 6/176:00 am
YVR
-
MSN
1 stop15h 06m
American Airlines
Mon 6/226:34 am
MSN
-
YVR
1 stop18h 25m
American Airlines
Deal found 5/19$455
This United Airlines deal was found by Cheapflights users on 5/19. 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 10/2410:30 am
YVR
-
MSN
1 stop10h 05m
United Airlines
Tue 10/279:44 am
MSN
-
YVR
1 stop8h 05m
United Airlines
Deal found 5/19$461
This United Airlines deal was found by Cheapflights users on 5/17. 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 8/256:00 am
YOW
-
MSN
3 stops10h 04m
United Airlines
Fri 8/282:44 pm
MSN
-
YOW
1 stop5h 51m
United Airlines
Deal found 5/17$462
This United Airlines deal was found by Cheapflights users on 5/18. 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 6/96:10 am
YUL
-
MSN
1 stop4h 49m
United Airlines
Tue 6/912:24 pm
MSN
-
YUL
2 stops10h 49m
United Airlines
Deal found 5/18$466
This American Airlines deal was found by Cheapflights users on 5/17. 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 6/66:15 am
YYZ
-
MSN
1 stop6h 48m
American Airlines
Sat 6/136:34 am
MSN
-
YYZ
1 stop5h 01m
American Airlines
Deal found 5/17$471

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 May 20, 2026.

Round-trip from

$332
(United Airlines)

One-way from

$194
(United Airlines)

Popular in

August

Cheapest in

May

Average price

$348
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. 23% potential increase in price ($220 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($72 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 20, 2026.
Use the filters below to find and compare flights from Canada to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Wed 6/17

4:50 pm-11:05 pm

1 stop8h 15m

Madison Truax Field

Sun 6/21

8:05 am-3:58 pm

1 stop5h 53m

$332

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Wed 6/17

3:30 pm-8:50 am

1 stop19h 20m

Madison Truax Field

Sun 6/21

1:31 pm-9:45 pm

1 stop6h 14m

$411

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Wed 10/21

7:00 am-3:04 pm

2 stops10h 04m

Madison Truax Field

Sat 10/24

5:00 am-4:00 pm

2 stops9h 00m

$413

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Tue 6/16

6:00 am-9:02 pm

2 stops13h 02m

Madison Truax Field

Sun 6/21

6:00 am-10:53 am

1 stop6h 53m

$430

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Thu 6/18

2:45 pm-11:02 pm

1 stop6h 17m

Madison Truax Field

Mon 6/22

7:00 am-5:47 pm

2 stops12h 47m

$430

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Wed 6/17

6:00 am-2:05 pm

1 stop6h 05m

Madison Truax Field

Sun 6/21

6:00 am-10:53 am

1 stop6h 53m

$431

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Tue 6/9

6:00 am-2:05 pm

1 stop6h 05m

Madison Truax Field

Sun 6/21

6:00 am-10:53 am

1 stop6h 53m

$434

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Sat 10/24

10:30 am-10:35 pm

1 stop10h 05m

Madison Truax Field

Tue 10/27

9:44 am-3:49 pm

1 stop8h 05m

$461

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Tue 8/25

6:25 am-10:04 am

1 stop4h 39m

Madison Truax Field

Fri 8/28

2:44 pm-9:35 pm

1 stop5h 51m

$462

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 6/6

6:15 am-12:03 pm

1 stop6h 48m

Madison Truax Field

Sat 6/13

6:34 am-12:35 pm

1 stop5h 01m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $348). Flying from Canada to Madison in August is currently the most expensive (average of $563). 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, WestJet, and Delta can get you from Canada to Madison in just under 6h 17m. Your travel time can differ by up to 13h 03m. There are 1657 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?

    $239 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $239 and $319, respectively.

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

    While some choose either Toronto Pearson Intl - Madison Truax Field or Vancouver Intl - Madison Truax Field, Montreal Pierre Elliott Trudeau 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 $348). Flying from Canada to Madison in August is currently the most expensive (average of $563). 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
Sun Prairie
Middleton
Baraboo
Fitchburg

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