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Cheap flights from Madison to Canada from C$ 266

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYZ
3 Aug — 10 Aug1
1 adult

Cheap flight deals from Madison to Canada

Keep the following information in mind while searching for Madison to Canada flight deals. Data was last updated 29 July 2025.

Round-trip from

C$ 575

One-way from

C$ 266

Popular in

July

Cheapest in

March

Average price

C$ 1,045
American Airlines
  • American Airlines
  • 11/9-14/9
  • 2 total stops
  • 20h 37m total
  • Madison to Canada
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Delta
  • Delta
  • 1/10
  • 2 total stops
  • 10h 36m total
  • Madison to Canada
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 119 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease (C$ 66 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Madison to Canada

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 29 July 2025.

Thu 11/95:00 a.m.MSN - YYZ
1 stop11h 43mAmerican Airlines
Sun 14/96:30 a.m.YYZ - MSN
1 stop8h 54mAmerican Airlines
Deal found 27/7C$ 575
Tue 9/98:00 a.m.MSN - YUL
1 stop7h 33mAmerican Airlines
Tue 16/912:31 p.m.YUL - MSN
1 stop10h 29mAmerican Airlines
Deal found 27/7C$ 579
Tue 26/82:44 p.m.MSN - YVR
2 stops10h 14mDelta
Tue 2/95:50 p.m.YVR - MSN
2 stops12h 58mDelta
Deal found 28/7C$ 601
Tue 9/92:31 p.m.MSN - YYZ
1 stop7h 37mUnited Airlines
Mon 15/92:10 p.m.YYZ - MSN
1 stop9h 13mUnited Airlines
Deal found 27/7C$ 672
Sat 8/119:48 a.m.MSN - YOW
2 stops13h 53mMultiple Airlines
Wed 12/119:20 a.m.YOW - MSN
1 stop9h 08mMultiple Airlines
Deal found 28/7C$ 678
Tue 26/86:45 a.m.MSN - YVR
1 stop8h 00mAmerican Airlines
Tue 2/91:28 p.m.YVR - MSN
1 stop6h 38mAmerican Airlines
Deal found 28/7C$ 704
Tue 19/85:30 a.m.MSN - YYC
1 stop18h 59mAmerican Airlines
Fri 29/86:29 a.m.YYC - MSN
1 stop15h 49mAmerican Airlines
Deal found 29/7C$ 723
Mon 20/106:30 a.m.MSN - YVR
1 stop7h 03mUnited Airlines
Thu 30/107:15 p.m.YVR - MSN
2 stops23h 47mUnited Airlines
Deal found 26/7C$ 744
Mon 18/82:35 p.m.MSN - YYC
1 stop9h 18mUnited Airlines
Sat 23/812:38 p.m.YYC - MSN
1 stop22h 06mUnited Airlines
Deal found 28/7C$ 764
Sun 14/96:17 a.m.MSN - YUL
1 stop5h 52mUnited Airlines
Mon 15/96:15 a.m.YUL - MSN
1 stop4h 30mUnited Airlines
Deal found 27/7C$ 787
Fri 12/99:12 a.m.MSN - YYC
2 stops10h 28mMultiple Airlines
Fri 19/910:40 a.m.YYC - MSN
1 stop21h 28mMultiple Airlines
Deal found 29/7C$ 808
Fri 22/86:05 a.m.MSN - YVR
1 stop16h 28mMultiple Airlines
Thu 28/810:15 p.m.YVR - MSN
2 stops41h 30mMultiple Airlines
Deal found 27/7C$ 822

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 29 July 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

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 11/9

5:00 a.m.-5:43 p.m.

1 stop11h 43m

Toronto Pearson Intl

Sun 14/9

6:30 a.m.-2:24 p.m.

1 stop8h 54m

C$ 575

MadisonMontreal

MSN - YUL

MSNYUL

Madison Truax Field

Tue 9/9

8:00 a.m.-4:33 p.m.

1 stop7h 33m

Montreal Pierre Elliott Trudeau Intl

Tue 16/9

12:31 p.m.-10:00 p.m.

1 stop10h 29m

C$ 579

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Tue 26/8

2:44 p.m.-10:58 p.m.

2 stops10h 14m

Vancouver Intl

Tue 2/9

5:50 p.m.-8:48 a.m.

2 stops12h 58m

C$ 601

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Tue 9/9

2:31 p.m.-11:08 p.m.

1 stop7h 37m

Toronto Pearson Intl

Mon 15/9

2:10 p.m.-10:23 p.m.

1 stop9h 13m

C$ 672

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Thu 11/12

2:48 p.m.-11:35 a.m.

1 stop21h 47m

Calgary

Thu 18/12

12:30 p.m.-10:30 p.m.

1 stop9h 00m

C$ 694

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Tue 26/8

6:45 a.m.-12:45 p.m.

1 stop8h 00m

Vancouver Intl

Tue 2/9

1:28 p.m.-10:06 p.m.

1 stop6h 38m

C$ 704

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Tue 19/8

5:30 a.m.-11:29 p.m.

1 stop18h 59m

Calgary

Fri 29/8

6:29 a.m.-11:18 p.m.

1 stop15h 49m

C$ 723

MadisonVancouver

MSN - YVR

MSNYVR

Madison Truax Field

Mon 20/10

6:30 a.m.-11:33 a.m.

1 stop7h 03m

Vancouver Intl

Thu 30/10

7:15 p.m.-9:02 p.m.

2 stops23h 47m

C$ 744

MadisonMontreal

MSN - YUL

MSNYUL

Madison Truax Field

Sun 14/9

6:17 a.m.-1:09 p.m.

1 stop5h 52m

Montreal Pierre Elliott Trudeau Intl

Mon 15/9

6:15 a.m.-9:45 a.m.

1 stop4h 30m

C$ 787

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 12/9

9:12 a.m.-6:40 p.m.

2 stops10h 28m

Calgary

Fri 19/9

10:40 a.m.-9:08 a.m.

1 stop21h 28m

C$ 808

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 47 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, January is the cheapest month in which you can book a flight from Madison to Canada (average of C$ 167). Flying from Madison to Canada in July is currently the most expensive (average of C$ 258). 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.

Reviews of airlines servicing Canada

Get insights into the airlines that provide service to Canada. 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 Canada. Reviews last updated 29 July 2025.
Check out reviews from past customers who have flown with Alaska Airlines,Delta, andUnited Airlines from Madison to Canada to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,977 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,899 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
WestJet
7.2
Good
2,973 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as C$ 266. Users have also found prices from C$ 321 and C$ 361 on American Airlines and United Airlines, respectively.

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

    Most travellers choose Madison Truax Field - Vancouver Intl, Madison Truax Field - Toronto Pearson Intl or Madison Truax Field - Montreal Pierre Elliott Trudeau Intl 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, January is the cheapest month in which you can book a flight from Madison to Canada (average of C$ 167). Flying from Madison to Canada in July is currently the most expensive (average of C$ 258). 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

Browse thousands of different options on Cheapflights for your next trip

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See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from Madison to Canada?

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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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