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Madison

$203+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/15. 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.
Sun 12/219:15 amYUL - MSN
2 stops8h 30mUnited Airlines
Fri 1/26:00 amMSN - YUL
1 stop6h 28mUnited Airlines
Deal found 12/15$634
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Thu 12/2510:00 amYYZ - MSN
2 stops10h 05mUnited Airlines
Sun 1/46:00 amMSN - YYZ
1 stop6h 43mUnited Airlines
Deal found 12/16$664
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:30 pmYVR - MSN
1 stop19h 07mAmerican Airlines
Sun 1/46:14 amMSN - YVR
1 stop8h 20mAmerican Airlines
Deal found 12/16$743
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:08 amYUL - MSN
1 stop10h 36mAmerican Airlines
Fri 1/28:10 pmMSN - YUL
1 stop18h 00mAmerican Airlines
Deal found 12/16$748
This Justfly.com deal was found by Cheapflights users on 12/16. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:05 amYYZ - MSN
1 stop4h 00mWestJet
Mon 12/225:01 pmMSN - YYZ
1 stop21h 58mWestJet
Deal found 12/16$781
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Thu 12/257:15 pmYVR - MSN
2 stops16h 49mUnited Airlines
Sun 1/48:15 amMSN - YVR
1 stop14h 55mUnited Airlines
Deal found 12/16$794
This FlightHub deal was found by Cheapflights users on 12/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:15 pmYYZ - MSN
1 stop4h 30mWestJet
Tue 12/235:01 pmMSN - YYZ
1 stop5h 19mWestJet
Deal found 12/16$798
This Alaska Airlines deal was found by Cheapflights users on 12/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:45 pmYVR - MSN
2 stops13h 45mAlaska Airlines
Sun 1/46:18 pmMSN - YVR
2 stops28h 37mAlaska Airlines
Deal found 12/16$805
This Air Canada deal was found by Cheapflights users on 12/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/219:15 amYUL - MSN
2 stops8h 30mAir Canada
Fri 1/212:23 pmMSN - YUL
2 stops11h 10mAir Canada
Deal found 12/14$824
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Sun 12/2110:00 amYYZ - MSN
2 stops13h 30mUnited Airlines
Mon 12/228:15 amMSN - YYZ
1 stop6h 47mUnited Airlines
Deal found 12/16$832
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:10 amYYZ - MSN
1 stop11h 46mMultiple Airlines
Sat 12/209:48 amMSN - YYZ
1 stop10h 31mMultiple Airlines
Deal found 12/16$833
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amYYZ - MSN
1 stop4h 18mAmerican Airlines
Sat 12/205:55 pmMSN - YYZ
1 stop16h 14mAmerican Airlines
Deal found 12/16$841

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 December 18, 2025.

Round-trip from

$304
(United Airlines)

One-way from

$203
(United Airlines)

Popular in

July

Cheapest in

December

Average price

$154
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. 35% potential increase in price ($294 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 18, 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

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Wed 1/14

6:20 am-2:52 pm

1 stop9h 32m

Madison Truax Field

Sun 1/18

6:30 am-2:27 pm

2 stops6h 57m

$304

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Fri 1/9

9:45 am-9:05 pm

2 stops12h 20m

Madison Truax Field

Thu 1/15

6:30 am-4:30 pm

2 stops9h 00m

$305

EdmontonMadison

YEG - MSN

YEGMSN

Edmonton

Sat 1/10

6:00 am-2:38 pm

1 stop7h 38m

Madison Truax Field

Sat 1/17

4:20 pm-10:19 pm

1 stop6h 59m

$336

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Thu 1/29

10:30 am-7:14 pm

2 stops10h 44m

Madison Truax Field

Mon 2/2

6:00 am-4:14 pm

1 stop8h 14m

$337

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Thu 1/8

5:05 am-2:52 pm

2 stops11h 47m

Madison Truax Field

Mon 1/12

6:00 am-4:14 pm

1 stop8h 14m

$343

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 2/20

1:12 pm-7:46 pm

1 stop7h 34m

Madison Truax Field

Sun 2/22

8:16 pm-10:56 am

1 stop13h 40m

$356

EdmontonMadison

YEG - MSN

YEGMSN

Edmonton

Fri 1/9

12:45 am-4:27 pm

2 stops14h 42m

Madison Truax Field

Sat 1/17

3:30 pm-12:44 am

2 stops10h 14m

$389

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 2/1

9:00 am-7:07 pm

1 stop11h 07m

Madison Truax Field

Sat 2/7

12:32 pm-11:59 pm

1 stop10h 27m

$453

EdmontonMadison

YEG - MSN

YEGMSN

Edmonton

Wed 2/4

9:15 am-10:50 pm

1 stop12h 35m

Madison Truax Field

Sat 2/7

3:30 pm-12:39 am

2 stops10h 09m

$461

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Thu 1/15

7:37 pm-10:50 pm

2 stops25h 13m

Madison Truax Field

Sun 1/18

6:30 am-10:59 am

1 stop6h 29m

$467

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 53 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, 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 December is currently the most expensive (average of $318). 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 December 18, 2025.

One of the essential ways to save on airfare from Canada to Madison is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 2% on airfare.

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 December 18, 2025.
Read reviews from past customers who have flown 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.
United Airlines
7.4
Good
9,091 reviews

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

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, American Airlines, and Delta can get you from Canada to Madison in just under 7h 34m. Your travel time can differ by up to 7h 08m. There are 488 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?

    $184 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 American Airlines, with prices starting from $207 and $280, respectively.

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

    While some choose either Vancouver Intl - Madison Truax Field or Montreal Pierre Elliott Trudeau 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, 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 December is currently the most expensive (average of $318). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$306Average$562FlexibilityNo cancel feeOn-time69%

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