$190 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 5/15. 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.
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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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Cheap Flight Deals 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.

Recent round-trip flight deals from Canada to Madison

KAYAK's recommended round-trip deals from the most popular airlines that fly from Canada to Madison.
Discover the best prices for you by selecting your travel dates on KAYAK.
United Airlines Logo
9:00 am - 12:13 pmYYZ-MSN
4h 13m1 stop
United Airlines Logo
5:23 pm - 11:58 pmMSN-YYZ
5h 35m1 stop
$326United Airlines
Find Deal
Sat, Jun 14 - Sat, Jun 21
Delta Logo
12:45 pm - 10:43 pmYUL-MSN
10h 58m1 stop
Delta Logo
6:00 am - 4:07 pmMSN-YUL
9h 07m1 stop
$350Delta
Find Deal
Fri, Jun 13 - Sun, Jun 15
WestJet Logo
9:25 am - 11:28 pmYEG-MSN
13h 03m1 stop
WestJet Logo
11:53 am - 3:58 pmMSN-YEG
5h 05m1 stop
$353WestJet
Find Deal
Wed, Jun 25 - Tue, Jul 1
American Airlines Logo
6:30 am - 11:19 amYYZ-MSN
5h 49m1 stop
American Airlines Logo
6:28 pm - 10:51 amMSN-YYZ
15h 23m1 stop
$354American Airlines
Find Deal
Thu, May 15 - Tue, May 20
WestJet Logo
9:25 am - 11:28 pmYEG-MSN
13h 03m1 stop
WestJet Logo
11:53 am - 12:38 amMSN-YEG
13h 45m2 stops
$359WestJet
Find Deal
Wed, Jun 25 - Tue, Jul 1
United Airlines Logo
4:30 pm - 10:18 pmYYZ-MSN
6h 48m2 stops
United Airlines Logo
3:55 pm - 7:39 amMSN-YYZ
14h 44m2 stops
$368United Airlines
Find Deal
Sat, Jun 14 - Sat, Jun 21
American Airlines Logo
11:54 pm - 9:20 amYVR-MSN
7h 26m1 stop
American Airlines Logo
6:45 am - 11:00 pmMSN-YVR
18h 15m1 stop
$377American Airlines
Find Deal
Thu, Jun 5 - Mon, Jun 9
American Airlines Logo
2:35 pm - 11:59 pmYUL-MSN
10h 24m1 stop
American Airlines Logo
6:00 am - 4:45 pmMSN-YUL
9h 45m2 stops
$388American Airlines
Find Deal
Fri, Jun 13 - Sun, Jun 15
Alaska Airlines Logo
1:17 pm - 8:32 pmYVR-MSN
29h 15m2 stops
Alaska Airlines Logo
8:16 pm - 6:17 pmMSN-YVR
24h 01m2 stops
$401Alaska Airlines
Find Deal
Thu, Jun 5 - Mon, Jun 9
Delta Logo
6:30 am - 2:59 pmYYC-MSN
7h 29m1 stop
Delta Logo
9:25 am - 7:40 pmMSN-YYC
11h 15m2 stops
$522Delta
Find Deal
Thu, May 29 - Thu, Jun 5
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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 November and August, where the average cost of tickets from Canada is $887 and $646 respectively. For one-way flights, the best month to travel is January with an average price of $265.


Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$190
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 10% lower on average.
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 359 direct flights from within Canada to Madison. The most common day for departures is Wednesday, with 15% 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.

Top 3 airlines serving 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.
8.0
DeltaOverall score based on 7936 reviews
7.9Comfort
8.2Boarding
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

10.0 ExcellentAnonymous, Apr 2025AMS - ATL
Read more Delta reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

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.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Plane 3 hours late. Missed connection. No help from gate staff. App horrible. Lost connection repeatedly. No service desk. Finally got help from young girl driving cart.

Not as good as expected Air Can needs to improve totally rated on internet as worst

Paid $35 and not able to access the internet at all.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

Took off on time and successfully avoided weather that looked to be a problem along the way

Everything you need to know for your flight to Madison

Information on the airport you'll fly into in Madison

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