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Madison

$208+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Canada to Madison

Keep the following information in mind while searching for Canada to Madison flight deals. Data was last updated July 31, 2025.

Round-trip from

$418
(American Airlines)

One-way from

$208
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$549
From Canada to Madison Truax Field
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One-way flight from Canada to Madison Truax Field
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Highest demand for flights based on searches. 27% potential increase in price ($200 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($50 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 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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.
Tue 9/93:11 pmYYZ - MSN
1 stop7h 49mAmerican Airlines
Tue 9/165:00 amMSN - YYZ
1 stop8h 31mAmerican Airlines
Deal found 7/30$418
This United Airlines deal was found by Cheapflights users on 7/31. 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 10/247:20 pmYVR - MSN
2 stops23h 42mUnited Airlines
Sun 10/268:25 amMSN - YVR
1 stop9h 25mUnited Airlines
Deal found 7/31$460
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Mon 9/86:15 amYUL - MSN
1 stop4h 30mUnited Airlines
Fri 9/126:17 amMSN - YUL
1 stop5h 52mUnited Airlines
Deal found 7/30$483
This American Airlines deal was found by Cheapflights users on 7/31. 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 10/231:28 pmYVR - MSN
1 stop19h 57mAmerican Airlines
Sun 10/265:27 pmMSN - YVR
1 stop19h 21mAmerican Airlines
Deal found 7/31$483
This Delta deal was found by Cheapflights users on 7/29. 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 9/26:30 amYYZ - MSN
1 stop3h 18mDelta
Tue 9/95:44 pmMSN - YYZ
2 stops14h 36mDelta
Deal found 7/29$487
This United Airlines deal was found by Cheapflights users on 7/31. 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 8/287:00 amYYZ - MSN
1 stop7h 49mUnited Airlines
Thu 9/48:15 amMSN - YYZ
1 stop13h 53mUnited Airlines
Deal found 7/31$492
This United Airlines deal was found by Cheapflights users on 7/29. 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 10/116:15 amYYC - MSN
1 stop6h 03mUnited Airlines
Sat 10/115:45 pmMSN - YYC
2 stops29h 03mUnited Airlines
Deal found 7/29$550
This American Airlines deal was found by Cheapflights users on 7/29. 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 10/116:45 amYYC - MSN
1 stop8h 59mAmerican Airlines
Sat 10/118:25 pmMSN - YYC
1 stop17h 09mAmerican Airlines
Deal found 7/29$573
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/96:30 amYYZ - MSN
2 stops16h 28mWestJet
Tue 9/166:00 amMSN - YYZ
2 stops23h 13mWestJet
Deal found 7/31$733
This United deal was found by Cheapflights users on 7/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/28:30 amYUL - MSN
2 stops15h 00mMultiple Airlines
Tue 8/1212:20 pmMSN - YUL
2 stops12h 31mMultiple Airlines
Deal found 7/30$774
This WestJet deal was found by Cheapflights users on 7/31. 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 9/145:00 amYVR - MSN
2 stops9h 09mWestJet
Sun 9/217:00 amMSN - YVR
2 stops16h 51mWestJet
Deal found 7/31$910

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 July 31, 2025.
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

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 9/9

3:11 pm-10:00 pm

1 stop7h 49m

Madison Truax Field

Tue 9/16

5:00 am-2:31 pm

1 stop8h 31m

$418

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Fri 10/24

7:20 pm-9:02 pm

2 stops23h 42m

Madison Truax Field

Sun 10/26

8:25 am-3:50 pm

1 stop9h 25m

$460

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Mon 9/8

6:15 am-9:45 am

1 stop4h 30m

Madison Truax Field

Fri 9/12

6:17 am-1:09 pm

1 stop5h 52m

$483

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Thu 10/23

1:28 pm-11:25 am

1 stop19h 57m

Madison Truax Field

Sun 10/26

5:27 pm-10:48 am

1 stop19h 21m

$483

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 9/2

6:30 am-8:48 am

1 stop3h 18m

Madison Truax Field

Tue 9/9

5:44 pm-9:20 am

2 stops14h 36m

$487

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/28

7:00 am-1:49 pm

1 stop7h 49m

Madison Truax Field

Thu 9/4

8:15 am-11:08 pm

1 stop13h 53m

$492

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 10/11

6:15 am-1:18 pm

1 stop6h 03m

Madison Truax Field

Sat 10/11

5:45 pm-9:48 pm

2 stops29h 03m

$550

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 10/11

6:45 am-4:44 pm

1 stop8h 59m

Madison Truax Field

Sat 10/11

8:25 pm-12:34 pm

1 stop17h 09m

$573

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 9/9

6:30 am-9:58 pm

2 stops16h 28m

Madison Truax Field

Tue 9/16

6:00 am-6:13 am

2 stops23h 13m

$733

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Sun 9/14

5:00 am-4:09 pm

2 stops9h 09m

Madison Truax Field

Sun 9/21

7:00 am-9:51 pm

2 stops16h 51m

$910

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 27 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, January is the cheapest month in which you can book a flight from Canada to Madison (average of $338). Flying from Canada to Madison in March is currently the most expensive (average of $422). 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.

What is the cheapest time of day to fly from CA to MSN?

Find hourly flight availability from Canada to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Canada to Madison as you normally would.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated July 31, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta, and United Airlines from Canada to Madison. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
WestJet
7.2
Good
2,978 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave

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.

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

    $221 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and WestJet, with prices starting from $245 and $281, respectively.

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

    While some choose either Montreal Pierre Elliott Trudeau Intl - Madison Truax Field or Vancouver Intl - Madison Truax Field, Toronto Pearson 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, January is the cheapest month in which you can book a flight from Canada to Madison (average of $338). Flying from Canada to Madison in March is currently the most expensive (average of $422). 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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Alternative routes for Canada to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Canada to Madison

Discover the top airline that operate flights from Canada to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$306Average$513FlexibilityNo cancel feeOn-time69%

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