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Cheap flights from Canada to Madison from C$ 323

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 31/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
16 Nov — 23 Nov1
1 adult
1 adult, Economy

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 17 October 2025.

Round-trip from

C$ 421

One-way from

C$ 323

Popular in

July

Cheapest in

January

Average price

C$ 802
United Airlines
  • United Airlines
  • 11/11-18/11
  • 3 total stops
  • 13h 23m total
  • Canada to Madison
Search Deals
31/10
  • 31/10
  • 1 total stop
  • 29h 38m total
  • Canada to Madison
Search Deals
Highest demand for flights based on searches. 31% potential increase in price (C$ 506 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 74 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Find 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 17 October 2025.

Thu 27/1111:10 a.m.YOW - MSN
1 stop4h 44mUnited Airlines
Sun 30/119:30 p.m.MSN - YOW
1 stop11h 56mUnited Airlines
Deal found 15/10C$ 421
Thu 13/117:30 p.m.YOW - MSN
2 stops20h 24mUnited Airlines
Thu 20/116:30 a.m.MSN - YOW
2 stops7h 00mUnited Airlines
Deal found 14/10C$ 494
Sun 2/115:00 a.m.YYZ - MSN
1 stop7h 44mAmerican Airlines
Sun 9/118:12 p.m.MSN - YYZ
1 stop13h 40mAmerican Airlines
Deal found 15/10C$ 702
Sun 2/117:00 a.m.YUL - MSN
1 stop10h 21mDelta
Fri 7/115:11 p.m.MSN - YUL
1 stop5h 37mDelta
Deal found 16/10C$ 715
Wed 19/116:05 a.m.YYZ - MSN
2 stops12h 01mDelta
Fri 21/111:24 p.m.MSN - YYZ
1 stop8h 57mDelta
Deal found 15/10C$ 723
Sun 2/114:45 p.m.YUL - MSN
1 stop4h 50mUnited Airlines
Fri 7/116:50 p.m.MSN - YUL
2 stops17h 38mUnited Airlines
Deal found 16/10C$ 748
Thu 27/116:00 a.m.YOW - MSN
2 stops9h 54mAir Canada
Sun 30/115:38 p.m.MSN - YOW
2 stops13h 40mAir Canada
Deal found 15/10C$ 768
Wed 22/105:55 a.m.YOW - MSN
2 stops7h 39mDelta
Fri 24/1011:27 a.m.MSN - YOW
2 stops11h 55mDelta
Deal found 14/10C$ 775
Tue 4/119:35 a.m.YYZ - MSN
2 stops24h 33mMultiple Airlines
Wed 5/116:08 p.m.MSN - YYZ
1 stop22h 45mMultiple Airlines
Deal found 15/10C$ 798
Tue 4/119:00 p.m.YYZ - MSN
1 stop14h 00mUnited Airlines
Wed 5/1112:26 p.m.MSN - YYZ
1 stop6h 19mUnited Airlines
Deal found 15/10C$ 803
Thu 25/126:00 a.m.YYZ - MSN
1 stop4h 30mAmerican Airlines
Sat 3/16:14 p.m.MSN - YYZ
1 stop15h 42mAmerican Airlines
Deal found 16/10C$ 809
Tue 4/1112:45 p.m.YYZ - MSN
2 stops7h 36mUnited Airlines
Thu 6/116:50 p.m.MSN - YYZ
1 stop4h 09mUnited Airlines
Deal found 15/10C$ 812

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 17 October 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

Thu 27/11

11:10 a.m.-2:54 p.m.

1 stop4h 44m

Madison Truax Field

Sun 30/11

9:30 p.m.-10:26 a.m.

1 stop11h 56m

C$ 421

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Thu 13/11

7:30 p.m.-2:54 p.m.

2 stops20h 24m

Madison Truax Field

Thu 20/11

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

2 stops7h 00m

C$ 494

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Tue 24/3

3:15 p.m.-10:38 p.m.

2 stops9h 23m

Madison Truax Field

Sat 28/3

2:40 p.m.-9:24 a.m.

2 stops16h 44m

C$ 524

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Fri 13/3

6:15 p.m.-3:02 p.m.

1 stop21h 47m

Madison Truax Field

Tue 17/3

6:30 a.m.-3:57 p.m.

1 stop8h 27m

C$ 604

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Tue 24/3

7:25 p.m.-11:43 a.m.

2 stops17h 18m

Madison Truax Field

Thu 26/3

6:00 a.m.-1:26 p.m.

1 stop6h 26m

C$ 636

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Tue 24/3

5:40 a.m.-4:40 p.m.

2 stops12h 00m

Madison Truax Field

Thu 26/3

11:11 a.m.-12:39 a.m.

2 stops12h 28m

C$ 643

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 2/11

5:00 a.m.-11:44 a.m.

1 stop7h 44m

Madison Truax Field

Sun 9/11

8:12 p.m.-10:52 a.m.

1 stop13h 40m

C$ 702

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Sun 2/11

7:00 a.m.-4:21 p.m.

1 stop10h 21m

Madison Truax Field

Fri 7/11

5:11 p.m.-11:48 p.m.

1 stop5h 37m

C$ 715

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 15/4

12:30 p.m.-8:54 p.m.

1 stop7h 24m

Madison Truax Field

Sat 18/4

8:49 a.m.-1:56 p.m.

1 stop6h 07m

C$ 722

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 19/11

6:05 a.m.-5:06 p.m.

2 stops12h 01m

Madison Truax Field

Fri 21/11

1:24 p.m.-11:21 p.m.

1 stop8h 57m

C$ 723

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/10

Showing 1-10 of 35 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, March is the cheapest month in which you can book a flight from Canada to Madison (average of C$ 202). Flying from Canada to Madison in July is currently the most expensive (average of C$ 399). 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 17 October 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 17 October 2025.
Read through reviews of airlines operating flights from Canada to Madison, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,982 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,982 reviews
United Airlines
7.4
Good
8,982 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,043 reviews
United Airlines
7.4
Good
8,982 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 4h 44m. There are 1114 km 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?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at C$ 386. United Airlines flights start at C$ 403 while deals on Delta start at C$ 437 one-way.

  • 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 Ottawa - 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, March is the cheapest month in which you can book a flight from Canada to Madison (average of C$ 202). Flying from Canada to Madison in July is currently the most expensive (average of C$ 399). 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 2 airlines flying from Canada to Madison

Discover the top 2 airlines 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 17 October 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 351AverageC$ 598FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 372AverageC$ 747FlexibilityNo 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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