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Cheap flights from Canada to Madison from C$ 280

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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
17 Jan — 24 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Canada to Madison

Enter your travel dates to find the best prices.

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 18 December 2025.

Sun 21/129:15 a.m.YUL - MSN
2 stops8h 30mUnited Airlines
Fri 2/16:00 a.m.MSN - YUL
1 stop6h 28mUnited Airlines
Deal found 15/12C$ 874
Thu 25/1210:00 a.m.YYZ - MSN
2 stops10h 05mUnited Airlines
Sun 4/16:00 a.m.MSN - YYZ
1 stop6h 43mUnited Airlines
Deal found 16/12C$ 915
Sun 21/127:08 a.m.YUL - MSN
1 stop10h 36mAmerican Airlines
Fri 2/18:10 p.m.MSN - YUL
1 stop18h 00mAmerican Airlines
Deal found 16/12C$ 1,031
Sun 21/126:05 a.m.YYZ - MSN
1 stop4h 00mWestJet
Mon 22/125:01 p.m.MSN - YYZ
1 stop21h 58mWestJet
Deal found 16/12C$ 1,076
Mon 22/125:15 p.m.YYZ - MSN
1 stop4h 30mWestJet
Tue 23/125:01 p.m.MSN - YYZ
1 stop5h 19mWestJet
Deal found 16/12C$ 1,099
Sun 21/1210:00 a.m.YYZ - MSN
2 stops13h 30mUnited Airlines
Mon 22/128:15 a.m.MSN - YYZ
1 stop6h 47mUnited Airlines
Deal found 16/12C$ 1,146
Fri 19/127:10 a.m.YYZ - MSN
1 stop11h 46mMultiple Airlines
Sat 20/129:48 a.m.MSN - YYZ
1 stop10h 31mMultiple Airlines
Deal found 16/12C$ 1,148
Fri 19/126:00 a.m.YYZ - MSN
1 stop4h 18mAmerican Airlines
Sat 20/125:55 p.m.MSN - YYZ
1 stop16h 14mAmerican Airlines
Deal found 16/12C$ 1,159
Mon 22/127:30 a.m.YYZ - MSN
2 stops7h 24mUnited Airlines
Tue 23/128:15 a.m.MSN - YYZ
1 stop13h 26mUnited Airlines
Deal found 16/12C$ 1,184
Fri 19/126:45 p.m.YYZ - MSN
1 stop4h 45mUnited Airlines
Sat 20/125:26 p.m.MSN - YYZ
2 stops14h 09mUnited Airlines
Deal found 16/12C$ 1,210
Thu 25/1211:30 p.m.YYZ - MSN
2 stops42h 58mMultiple Airlines
Thu 1/17:00 a.m.MSN - YYZ
1 stop3h 19mMultiple Airlines
Deal found 16/12C$ 1,331
Mon 22/126:00 a.m.YYZ - MSN
1 stop9h 16mDelta
Tue 23/122:56 p.m.MSN - YYZ
1 stop7h 24mDelta
Deal found 16/12C$ 1,462

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 18 December 2025.

Round-trip from

C$ 419

One-way from

C$ 280

Popular in

July

Cheapest in

December

Average price

C$ 212
United Airlines
  • United Airlines
  • 14/1-18/1
  • 3 total stops
  • 13h 32m total
  • Canada to Madison
Search Deals
United Airlines
  • United Airlines
  • 8/1
  • 1 total stop
  • 7h 38m total
  • Canada to Madison
Search Deals
Highest demand for flights based on searches. 35% potential increase in price (C$ 558 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 85 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 629,999 searches. Data last updated 18 December 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 14/1

9:45 a.m.-5:47 p.m.

2 stops9h 02m

Madison Truax Field

Sun 18/1

3:48 p.m.-9:18 p.m.

1 stop4h 30m

C$ 419

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Fri 9/1

9:45 a.m.-9:05 p.m.

2 stops12h 20m

Madison Truax Field

Thu 15/1

6:30 a.m.-4:30 p.m.

2 stops9h 00m

C$ 420

EdmontonMadison

YEG - MSN

YEGMSN

Edmonton

Sat 10/1

6:00 a.m.-2:38 p.m.

1 stop7h 38m

Madison Truax Field

Sat 17/1

4:20 p.m.-10:19 p.m.

1 stop6h 59m

C$ 463

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Thu 29/1

10:30 a.m.-7:14 p.m.

2 stops10h 44m

Madison Truax Field

Mon 2/2

6:00 a.m.-4:14 p.m.

1 stop8h 14m

C$ 464

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 20/2

1:12 p.m.-7:46 p.m.

1 stop7h 34m

Madison Truax Field

Sun 22/2

8:16 p.m.-10:56 a.m.

1 stop13h 40m

C$ 490

EdmontonMadison

YEG - MSN

YEGMSN

Edmonton

Fri 9/1

12:45 a.m.-4:27 p.m.

2 stops14h 42m

Madison Truax Field

Sat 17/1

3:30 p.m.-12:44 a.m.

2 stops10h 14m

C$ 536

EdmontonMadison

YEG - MSN

YEGMSN

Edmonton

Wed 4/2

9:15 a.m.-10:50 p.m.

1 stop12h 35m

Madison Truax Field

Sat 7/2

3:30 p.m.-12:39 a.m.

2 stops10h 09m

C$ 635

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 3/3

6:00 a.m.-2:19 p.m.

1 stop9h 19m

Madison Truax Field

Tue 10/3

8:24 p.m.-12:33 p.m.

1 stop15h 09m

C$ 679

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/1

6:45 p.m.-2:10 p.m.

1 stop20h 25m

Madison Truax Field

Mon 12/1

2:56 p.m.-11:19 p.m.

1 stop7h 23m

C$ 688

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Tue 13/1

2:15 p.m.-7:15 p.m.

1 stop6h 00m

Madison Truax Field

Fri 16/1

5:06 p.m.-11:50 p.m.

1 stop5h 44m

C$ 714

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/12

Showing 1-10 of 42 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 C$ 204). Flying from Canada to Madison in December is currently the most expensive (average of C$ 438). 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 18 December 2025.

It’s optimal to fly from Canada to Madison in the afternoon. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight at noon.

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 18 December 2025.
Read through reviews of airlines operating flights from Canada to Madison, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,091 reviews
Check prices

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Comfort

7.3

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
Check prices

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Comfort

7.3

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?

    Most people fly into Madison Truax Field (MSN) if they book a flight to Madison from Canada. Truax Field is conveniently located just 8.7 km from Madison’s city centre.

  • How long is the flight from Canada to Madison?

    Departing from Canada to Madison will take you 7h 34m. There are 785 km between Canada and Madison. This flight may include one or multiple stops.

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

    The most popular route from Canada to Madison is Toronto Pearson Intl - Madison Truax Field. You may also consider Montreal Pierre Elliott Trudeau Intl - Madison Truax Field or Halifax Intl - Madison Truax Field.

  • 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 C$ 204). Flying from Canada to Madison in December is currently the most expensive (average of C$ 438). 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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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 629,999 searches. Data last updated 18 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 363AverageC$ 784FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Deals for Canada to Madison 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.

Why should you use Cheapflights to find cheap flight tickets from Canada to Madison?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Canada to Madison.

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

Certainly. Search results for flights to Madison from Canada shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes! Start tracking prices for Canada to Madison flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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