$208 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 9/24. 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

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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Flights 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

Tue, Sep 9 - Tue, Sep 16
American Airlines Logo
3:11 pm - 10:00 pmYYZ-MSN
7h 49m1 stop
American Airlines Logo
5:00 am - 2:31 pmMSN-YYZ
8h 31m1 stop
$418American Airlines
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Fri, Sep 12 - Fri, Sep 19
United Airlines Logo
1:45 pm - 10:23 pmYVR-MSN
6h 38m1 stop
United Airlines Logo
3:58 pm - 10:18 pmMSN-YVR
8h 20m1 stop
$447United Airlines
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Tue, Sep 2 - Tue, Sep 9
American Airlines Logo
1:16 pm - 10:06 pmYYZ-MSN
9h 50m1 stop
American Airlines Logo
5:00 am - 2:31 pmMSN-YYZ
8h 31m1 stop
$449American Airlines
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Tue, Sep 2 - Tue, Sep 9
Delta Logo
6:30 am - 8:48 amYYZ-MSN
3h 18m1 stop
Delta Logo
5:44 pm - 9:20 amMSN-YYZ
14h 36m2 stops
$487Delta
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Tue, Oct 21 - Thu, Oct 23
Delta Logo
9:45 am - 12:34 pmYYZ-MSN
3h 49m1 stop
Delta Logo
11:27 am - 9:55 pmMSN-YYZ
9h 28m1 stop
$496Delta
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Wed, Sep 24 - Fri, Sep 26
Delta Logo
6:15 am - 5:05 pmYYZ-MSN
11h 50m2 stops
Delta Logo
5:45 pm - 9:22 amMSN-YYZ
14h 37m2 stops
$502Delta
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Fri, Sep 12 - Fri, Sep 19
United Airlines Logo
5:15 pm - 9:45 amYYZ-MSN
17h 30m1 stop
United Airlines Logo
6:30 am - 11:58 pmMSN-YYZ
16h 28m1 stop
$509United Airlines
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Fri, Sep 12 - Fri, Sep 19
Alaska Airlines Logo
6:00 pm - 9:05 amYVR-MSN
13h 05m2 stops
Alaska Airlines Logo
8:00 am - 6:40 pmMSN-YVR
12h 40m2 stops
$585Alaska Airlines
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Tue, Sep 2 - Tue, Sep 9
WestJet Logo
10:35 pm - 5:57 pmYYZ-MSN
20h 22m2 stops
WestJet Logo
6:05 am - 12:31 amMSN-YYZ
17h 26m2 stops
$1,281WestJet
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Fri, Sep 12 - Fri, Sep 19
WestJet Logo
5:00 am - 4:09 pmYVR-MSN
9h 09m2 stops
WestJet Logo
4:55 pm - 10:34 amMSN-YVR
19h 39m1 stop
$1,932WestJet
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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 $254 on average for return flights. On the other hand, the most expensive months are August and November, where the average cost of tickets from Canada is $1,072 and $887 respectively. For one-way flights, the best month to travel is January with an average price of $265.

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Good to know

Low seasonJanuary
Cheapest flight$208
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Toronto 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 round-trip tickets can be as cheap as $429. On the other hand, the most expensive day to fly is Saturday, where round-trip 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 round-trip 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 453 direct flights from within Canada to Madison. The most common day for departures is Sunday, with 18% 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 8896 reviews
7.1Entertainment
7.7Boarding
8.1Crew
7.3Comfort
6.6Food
Airline reviews

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

10.0 ExcellentAnonymous, Jul 2025YYZ - SFO
Read more United Airlines reviews

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.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

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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