$199 Find Cheap Flights from Canada to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Madison departing on 11/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Madison

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Madison, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Madison, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$301
United Airlines
Thu 1/22Sat 1/24
YOW - MSN • 1 stop
Cheapest one-way
$199
Multiple Airlines
Sun 11/23
YVR - MSN • 1 stop
When to travel
January
Cheapest • 55% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Madison!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Canada to Madison

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Canada to Madison that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Canada to Madison

Thu, Jan 22 - Sat, Jan 24
United Airlines Logo
5:55 pm - 11:44 pmYOW-MSN
6h 49m1 stop
United Airlines Logo
6:00 am - 1:32 pmMSN-YOW
6h 32m1 stop
$301United Airlines
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Thu, Nov 20 - Fri, Nov 28
American Airlines Logo
6:00 am - 12:40 pmYYZ-MSN
7h 40m1 stop
American Airlines Logo
7:00 am - 4:04 pmMSN-YYZ
8h 04m1 stop
$337American Airlines
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Thu, Jan 22 - Sat, Jan 24
United Airlines Logo
10:30 am - 9:05 pmYOW-MSN
11h 35m2 stops
United Airlines Logo
6:30 am - 4:30 pmMSN-YOW
9h 00m2 stops
$354United Airlines
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Wed, Apr 15 - Sat, Apr 18
Delta Logo
6:40 am - 9:57 pmYEG-MSN
14h 17m2 stops
Delta Logo
6:15 am - 3:09 pmMSN-YEG
9h 54m2 stops
$415Delta
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Wed, Apr 15 - Sat, Apr 18
Delta Logo
6:40 am - 9:57 pmYEG-MSN
14h 17m2 stops
Delta Logo
6:15 am - 3:09 pmMSN-YEG
9h 54m2 stops
$416Delta
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Wed, Apr 15 - Sat, Apr 18
Delta Logo
6:40 am - 9:57 pmYEG-MSN
14h 17m2 stops
Delta Logo
6:15 am - 3:09 pmMSN-YEG
9h 54m2 stops
$417Delta
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Mon, Nov 10 - Wed, Nov 12
WestJet Logo
12:07 pm - 12:43 pmYVR-MSN
22h 36m1 stop
WestJet Logo
5:30 pm - 10:57 amMSN-YVR
19h 27m1 stop
$582WestJet
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Mon, Nov 24 - Mon, Nov 24
Air Canada Logo
7:00 am - 2:54 pmYUL-MSN
8h 54m2 stops
Air Canada Logo
5:38 pm - 8:32 amMSN-YUL
13h 54m2 stops
$589Air Canada
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Wed, Nov 19 - Wed, Nov 26
Air Canada Logo
9:25 am - 2:54 pmYUL-MSN
6h 29m1 stop
Air Canada Logo
5:38 pm - 9:46 amMSN-YUL
15h 08m2 stops
$608Air Canada
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Wed, Apr 15 - Sat, Apr 18
WestJet Logo
6:00 am - 8:40 pmYVR-MSN
12h 40m2 stops
WestJet Logo
9:26 am - 9:08 pmMSN-YVR
13h 42m2 stops
$638WestJet
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Booking Insights

KAYAK's insights & trends for flights to Madison

Get data-powered insights and trends for flights to Madison to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly to Madison?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Madison, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Madison is January, where tickets cost $265 on average for one-way flights. On the other hand, the most expensive months are September and August, where the average cost of tickets from Canada is $629 and $606 respectively. For return trips, the best month to travel is January with an average price of $254.

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Good to know

Low seasonJanuary
Cheapest flight$199
Best time to beat the crowds with an average 46% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Vancouver to Madison

FAQs - booking Madison flights

  • How far is Madison Truax Field Airport from central Madison?

    The city center of Madison is 5 miles from Madison Truax Field Airport.

  • What is the name of Madison’s airport?

    Madison is served by Madison Truax Field Airport, also commonly referred to as Truax Field. The airport code is MSN.

  • What is the cheapest day to fly to Madison?

    Based on KAYAK data, the cheapest day to fly to Madison is Tuesday where tickets can be as cheap as $429. On the other hand, the most expensive day to fly is Saturday, where prices are $671 on average.

  • How does KAYAK find such low prices on flights to Madison?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Madison.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Madison?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Madison?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Madison with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Madison?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Madison?

    The cheapest time of day to fly to Madison is generally in the evening, when flights cost $389 on average. The most expensive time of day to fly to Madison is generally in the morning, which is peak travel time and where the average cost of a ticket is $413.

  • How many direct flights to Madison are there each week?

    Each week there are around 394 direct flights from within Canada to Madison. The most common day for departures is Friday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Madison

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Madison flight deals.

Reviews of the top airline flying from Canada to Madison

 
See real verified KAYAK customer reviews for airlines flying to Madison. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Madison. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Madison? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8999 reviews
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
Airline reviews

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

4.0 OkayAnonymous, Oct 2025YVR - SFO
Read more United Airlines reviews

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Baraboo
Windsor
Evansville
Cambridge
Oxford

Everything you need to know for your flight to Madison

Information on the airport you'll fly into in Madison

Madison (MSN)

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