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Cheap flights from Madison to Canada from C$ 255

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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Madison to Canada

Enter your travel dates to find the best prices.

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 12 December 2025.

Wed 31/126:25 p.m.MSN - YUL
1 stop19h 45mAmerican Airlines
Wed 7/17:00 a.m.YUL - MSN
2 stops12h 44mAmerican Airlines
Deal found 10/12C$ 718
Wed 24/126:08 p.m.MSN - YOW
2 stops22h 17mMultiple Airlines
Wed 31/129:30 a.m.YOW - MSN
1 stop8h 58mMultiple Airlines
Deal found 11/12C$ 861
Mon 29/128:10 p.m.MSN - YYC
1 stop17h 41mAmerican Airlines
Tue 13/11:40 p.m.YYC - MSN
1 stop20h 15mAmerican Airlines
Deal found 10/12C$ 892
Wed 31/125:00 a.m.MSN - YQB
2 stops9h 52mUnited Airlines
Wed 7/16:00 a.m.YQB - MSN
2 stops9h 52mUnited Airlines
Deal found 10/12C$ 898
Wed 31/123:00 p.m.MSN - YYC
2 stops22h 20mMultiple Airlines
Sun 11/17:35 p.m.YYC - MSN
1 stop17h 13mMultiple Airlines
Deal found 10/12C$ 924
Wed 31/123:00 p.m.MSN - YYC
2 stops25h 15mMultiple Airlines
Thu 15/17:35 p.m.YYC - MSN
1 stop17h 13mMultiple Airlines
Deal found 9/12C$ 925
Wed 24/126:40 a.m.MSN - YOW
2 stops11h 12mUnited Airlines
Wed 31/126:00 a.m.YOW - MSN
2 stops16h 03mUnited Airlines
Deal found 11/12C$ 935
Thu 25/1212:23 p.m.MSN - YQB
2 stops9h 24mUnited Airlines
Thu 1/15:10 p.m.YQB - MSN
1 stop6h 47mUnited Airlines
Deal found 11/12C$ 1,009
Wed 31/122:29 p.m.MSN - YYC
1 stop22h 06mUnited Airlines
Thu 15/12:13 p.m.YYC - MSN
2 stops20h 38mUnited Airlines
Deal found 10/12C$ 1,018
Tue 30/124:34 p.m.MSN - YYC
2 stops43h 07mMultiple Airlines
Thu 15/17:35 p.m.YYC - MSN
1 stop17h 13mMultiple Airlines
Deal found 9/12C$ 1,023
Wed 31/126:31 a.m.MSN - YYC
2 stops13h 44mWestJet
Tue 13/112:15 p.m.YYC - MSN
2 stops9h 35mWestJet
Deal found 10/12C$ 1,029
Sun 28/128:10 p.m.MSN - YYC
1 stop17h 41mAmerican Airlines
Mon 12/11:40 p.m.YYC - MSN
1 stop20h 15mAmerican Airlines
Deal found 10/12C$ 1,032

Find flight deals from Madison to Canada

Keep the following information in mind while searching for Madison to Canada flight deals. Data was last updated 12 December 2025.

Round-trip from

C$ 459

One-way from

C$ 255

Popular in

August

Cheapest in

January
United Airlines
  • United Airlines
  • 19/2-23/2
  • 2 total stops
  • 13h 26m total
  • Madison to Canada
Search Deals
Delta
  • Delta
  • 11/2
  • 2 total stops
  • 11h 54m total
  • Madison to Canada
Search Deals
Highest demand for flights based on searches. 33% potential increase in price (C$ 590 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease (C$ 119 potential savings vs. average RT price).
Search Deals

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 629,999 searches. Data last updated 12 December 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

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Thu 19/2

6:05 a.m.-2:14 p.m.

1 stop6h 09m

Halifax Intl

Mon 23/2

2:58 p.m.-8:15 p.m.

1 stop7h 17m

C$ 459

MadisonMontreal

MSN - YUL

MSNYUL

Madison Truax Field

Sun 15/2

7:06 p.m.-3:05 p.m.

1 stop18h 59m

Montreal Pierre Elliott Trudeau Intl

Fri 20/2

3:55 p.m.-9:15 a.m.

1 stop18h 20m

C$ 498

MadisonOttawa

MSN - YOW

MSNYOW

Madison Truax Field

Sun 17/5

6:30 a.m.-2:09 p.m.

1 stop6h 39m

Ottawa

Sat 23/5

10:35 a.m.-1:48 p.m.

1 stop4h 13m

C$ 498

MadisonOttawa

MSN - YOW

MSNYOW

Madison Truax Field

Sun 17/5

6:30 a.m.-2:09 p.m.

1 stop6h 39m

Ottawa

Wed 20/5

10:35 a.m.-3:02 p.m.

1 stop5h 27m

C$ 498

MadisonOttawa

MSN - YOW

MSNYOW

Madison Truax Field

Sun 17/5

6:30 a.m.-2:09 p.m.

1 stop6h 39m

Ottawa

Mon 18/5

2:40 p.m.-9:00 p.m.

2 stops7h 20m

C$ 498

MadisonOttawa

MSN - YOW

MSNYOW

Madison Truax Field

Thu 30/4

6:30 a.m.-2:09 p.m.

1 stop6h 39m

Ottawa

Mon 4/5

6:52 a.m.-9:00 p.m.

1 stop15h 08m

C$ 501

MadisonOttawa

MSN - YOW

MSNYOW

Madison Truax Field

Sat 10/1

8:15 a.m.-5:12 p.m.

1 stop7h 57m

Ottawa

Tue 13/1

5:55 p.m.-11:44 p.m.

1 stop6h 49m

C$ 501

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sun 25/1

7:30 a.m.-4:03 p.m.

1 stop7h 33m

Toronto Pearson Intl

Sun 1/2

11:35 a.m.-6:44 p.m.

1 stop8h 09m

C$ 534

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Wed 21/1

7:00 a.m.-6:44 p.m.

2 stops13h 44m

Vancouver Intl

Sat 31/1

11:40 a.m.-10:50 p.m.

2 stops9h 10m

C$ 576

MadisonHalifax

MSN - YHZ

MSNYHZ

Madison Truax Field

Tue 13/1

6:00 a.m.-2:31 p.m.

1 stop6h 31m

Halifax Intl

Fri 23/1

10:30 a.m.-7:07 p.m.

2 stops10h 37m

C$ 576

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 50 results
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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, May is the cheapest month in which you can book a flight from Madison to Canada (average of C$ 197). Flying from Madison to Canada in January is currently the most expensive (average of C$ 499). 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 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?

    Located just 8.7 km from the city centre, Madison Truax Field (MSN) is the airport most travellers will use when flying to Canada from Madison.

  • How long is the flight from Madison to Canada?

    A quick flight from Madison to Canada can take about 6h 09m. United Airlines provides one of the quickest options available for as low as C$ 459. There are 2065 km between Madison and Canada. Both multi-stop and direct flights can be found to your destination and back.

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

    Most travellers choose Madison Truax Field - Toronto Pearson Intl, Madison Truax Field - Montreal Pierre Elliott Trudeau Intl or Madison Truax Field - Calgary 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, May is the cheapest month in which you can book a flight from Madison to Canada (average of C$ 197). Flying from Madison to Canada in January is currently the most expensive (average of C$ 499). 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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Fly with Cheapflights

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How does Cheapflights help users find flights from Madison to Canada?

Deals for Madison to Canada flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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Can Cheapflights find flights from Madison to Canada with no change fees?

Need flexible booking options for your flight to Canada from Madison? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Madison to Canada become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Canada from Madison today and book when prices fit your budget.

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