Madison

$189+ 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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
May 17 — May 241
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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 April 17, 2026.

This WestJet deal was found by Cheapflights users on 4/16. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/313:30 pm
YHZ
-
MSN
1 stop23h 11m
WestJet
Sun 6/76:32 pm
MSN
-
YHZ
1 stop25h 08m
WestJet
Deal found 4/16$343
This WestJet deal was found by Cheapflights users on 4/15. 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.
Fri 9/183:30 pm
YHZ
-
MSN
1 stop19h 16m
WestJet
Tue 9/225:50 pm
MSN
-
YHZ
1 stop25h 50m
WestJet
Deal found 4/15$344
This United Airlines deal was found by Cheapflights users on 4/14. 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 9/189:00 am
YHZ
-
MSN
2 stops15h 42m
United Airlines
Tue 9/2210:49 am
MSN
-
YHZ
2 stops10h 43m
United Airlines
Deal found 4/14$390
This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 5/239:40 am
YEG
-
MSN
2 stops10h 19m
Delta
Tue 5/269:06 am
MSN
-
YEG
1 stop8h 49m
Delta
Deal found 4/17$399
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/811:50 am
YEG
-
MSN
2 stops10h 12m
Delta
Thu 6/119:02 am
MSN
-
YEG
1 stop8h 53m
Delta
Deal found 4/16$419
This United Airlines deal was found by Cheapflights users on 4/15. 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 8/136:25 am
YOW
-
MSN
1 stop4h 19m
United Airlines
Mon 8/172:45 pm
MSN
-
YOW
1 stop5h 50m
United Airlines
Deal found 4/15$426
This United Airlines deal was found by Cheapflights users on 4/15. 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 12/2312:20 pm
YHZ
-
MSN
2 stops13h 52m
United Airlines
Wed 12/301:04 pm
MSN
-
YHZ
2 stops9h 02m
United Airlines
Deal found 4/15$426
This Delta deal was found by Cheapflights users on 4/12. 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 10/277:35 pm
YVR
-
MSN
2 stops11h 15m
Delta
Sat 10/316:15 am
MSN
-
YVR
1 stop8h 09m
Delta
Deal found 4/12$428
This United Airlines deal was found by Cheapflights users on 4/12. 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 5/275:20 pm
YOW
-
MSN
1 stop4h 47m
United Airlines
Sat 5/308:10 am
MSN
-
YOW
1 stop12h 25m
United Airlines
Deal found 4/12$429
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Sat 5/2312:28 pm
YYC
-
MSN
1 stop9h 14m
United Airlines
Tue 5/263:53 pm
MSN
-
YYC
1 stop7h 44m
United Airlines
Deal found 4/17$429
This United Airlines deal was found by Cheapflights users on 4/15. 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 6/1711:35 pm
YVR
-
MSN
1 stop7h 20m
United Airlines
Sun 6/215:00 am
MSN
-
YVR
1 stop15h 18m
United Airlines
Deal found 4/15$430
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/186:00 am
YVR
-
MSN
1 stop9h 52m
Delta
Sun 6/212:45 pm
MSN
-
YVR
1 stop7h 46m
Delta
Deal found 4/16$431

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 April 17, 2026.

Round-trip from

$323
(FlightHub)

One-way from

$189
(Justfly.com)

Popular in

August

Cheapest in

May

Average price

$506
From Canada to Madison Truax Field
One-way flight from Canada to Madison Truax Field
Highest demand for flights based on searches. 25% potential increase in price ($239 potential increase over avg. RT price).
Cheapest flight prices on average. 10% potential price decrease ($66 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 17, 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

Fri 9/18

3:30 pm-8:46 am

1 stop19h 16m

Madison Truax Field

Tue 9/22

5:50 pm-9:40 pm

1 stop25h 50m

$343

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Fri 9/18

9:00 am-10:42 pm

2 stops15h 42m

Madison Truax Field

Tue 9/22

10:49 am-11:32 pm

2 stops10h 43m

$390

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Sun 5/31

8:00 pm-11:08 am

2 stops41h 08m

Madison Truax Field

Sun 6/7

6:32 pm-8:10 am

2 stops35h 38m

$415

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Thu 8/13

6:25 am-9:44 am

1 stop4h 19m

Madison Truax Field

Mon 8/17

2:45 pm-9:35 pm

1 stop5h 50m

$426

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Wed 6/17

11:35 pm-8:55 am

1 stop7h 20m

Madison Truax Field

Sun 6/21

5:00 am-6:18 pm

1 stop15h 18m

$428

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Wed 5/27

6:00 am-2:00 pm

2 stops9h 00m

Madison Truax Field

Sat 5/30

5:00 am-1:59 pm

1 stop7h 59m

$429

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Thu 6/18

6:00 am-5:52 pm

1 stop9h 52m

Madison Truax Field

Sun 6/21

2:45 pm-8:31 pm

1 stop7h 46m

$431

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 5/23

12:28 pm-8:49 pm

1 stop7h 21m

Madison Truax Field

Tue 5/26

2:35 pm-10:37 pm

1 stop9h 02m

$460

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 6/16

7:43 pm-9:59 am

2 stops15h 16m

Madison Truax Field

Thu 6/25

9:40 am-5:56 pm

1 stop7h 16m

$475

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 6/3

12:45 pm-10:50 pm

2 stops11h 05m

Madison Truax Field

Sun 6/7

6:30 am-11:49 am

1 stop4h 19m

$476

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/13

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 $148). 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?

    WestJet, United Airlines, and Delta can get you from Canada to Madison in just under 4h 19m. Your travel time can differ by up to 14h 57m. There are 692 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?

    $207 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 $280, respectively.

  • What are the most popular routes 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 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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