$146 Find Cheap Flights from Madison to Canada

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Canada departing on 10/27. 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

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Cheap Flights from Madison to Canada

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Calgary
Calgary1 stop$367
Halifax
Halifax2 stops$543
Québec City
Québec City1 stop$361
Winnipeg
Winnipeg2 stops$538
St. John's
St. John's2 stops$808
Calgary
Calgary1 stop$367
Halifax
Halifax2 stops$543
Québec City
Québec City1 stop$361
Winnipeg
Winnipeg2 stops$538
St. John's
St. John's2 stops$808

Book Cheap Madison to Canada Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Canada 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 Madison to Canada

Wed, Oct 29 - Wed, Nov 5
 Logo
6:08 pm - 12:11 amMSN-YYZ
29h 03m1 stop
 Logo
7:15 am - 5:28 pmYYZ-MSN
11h 13m2 stops
Thu, Oct 30 - Thu, Nov 6
 Logo
8:00 pm - 8:00 pmMSN-YYZ
23h 00m2 stops
 Logo
7:35 am - 1:41 pmYYZ-MSN
31h 06m1 stop
Sun, Oct 19 - Fri, Oct 24
American Airlines Logo
8:25 pm - 1:36 pmMSN-YQB
16h 11m1 stop
American Airlines Logo
4:14 pm - 10:44 amYQB-MSN
19h 30m1 stop
$361American Airlines
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Sat, Oct 25 - Sat, Nov 1
American Airlines Logo
2:14 pm - 12:34 pmMSN-YYC
23h 20m1 stop
American Airlines Logo
1:29 pm - 10:18 amYYC-MSN
19h 49m1 stop
$367American Airlines
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Sun, Oct 19 - Fri, Oct 24
United Airlines Logo
2:46 pm - 12:02 pmMSN-YQB
20h 16m2 stops
United Airlines Logo
4:55 pm - 9:55 amYQB-MSN
18h 00m2 stops
$436United Airlines
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Tue, Oct 14 - Sun, Oct 19
Delta Logo
12:05 pm - 6:46 pmMSN-YVR
8h 41m2 stops
Delta Logo
7:36 pm - 8:37 amYVR-MSN
11h 01m2 stops
$441Delta
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Wed, Nov 12 - Sun, Nov 16
United Airlines Logo
6:30 am - 10:19 pmMSN-YEG
16h 49m2 stops
United Airlines Logo
3:17 pm - 5:50 pmYEG-MSN
25h 33m2 stops
$458United Airlines
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Fri, Oct 24 - Thu, Oct 30
Delta Logo
6:00 am - 2:41 pmMSN-YVR
10h 41m2 stops
Delta Logo
7:36 pm - 10:18 amYVR-MSN
12h 42m2 stops
$472Delta
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Wed, Nov 12 - Sat, Nov 15
WestJet Logo
6:00 am - 12:44 amMSN-YEG
19h 44m2 stops
WestJet Logo
12:05 am - 12:45 pmYEG-MSN
11h 40m2 stops
$623WestJet
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Wed, Nov 12 - Sat, Nov 15
WestJet Logo
5:32 pm - 3:59 pmMSN-YEG
23h 27m1 stop
WestJet Logo
12:05 am - 12:45 pmYEG-MSN
35h 40m2 stops
$626WestJet
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Booking Insights

KAYAK's insights & trends for Madison to Canada flights

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

What’s the cheapest day of the week to fly from Madison to Canada?

The average price of all round-trip flights from Madison to Canada clicked on KAYAK for each day over the last 12 months.

When flying from Madison to Canada, you should consider leaving on a Wednesday and avoid Tuesdays if you are looking for the best rates. For your return to Madison, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

Good to know

Low seasonJanuary
Cheapest flight$146
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 25% increase in price.
Flight from Madison to Toronto

FAQs - booking Canada flights

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

    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 from Madison to Canada.

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

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

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

    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 from Madison to Canada 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 from Madison to Canada?

    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 from Madison to Canada 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 Canada?

    The cheapest time of day to fly to Canada is generally in the afternoon, when round-trip flights cost $359 on average. Morning departures are around 5% cheaper than evening flights, on average. The most expensive time of day to fly to Canada is generally in the evening, which is peak travel time and where the average cost of a ticket is $434.

Reviews of the top 3 airlines serving from Madison to Canada

 
Need help choosing which airline to fly with from Madison to Canada? 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.
7.9
DeltaOverall score based on 7954 reviews
8.5Crew
7.9Comfort
7.3Food
7.9Entertainment
8.2Boarding
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

From the first moment you interact with United Airlines, you can expect nothing less but extreme frustration. The baggage handler at the bag drop seems completely unbothered by the presence of customers waiting in line. No help was extended to load the baggage whatsoever. And if any of your bags is overweight by 0.01 pound they will make you re-distribute everything in your suitcase just to play power trip. When it was time to board no help was extended to customers to locate their seats. Moreover. It was a chaotic mess at the gate when it was unclear who should board first and everyone just bunched up, trying to get on the plane. I am sure the crew was doing their best to perform their jobs while being paid their wages however it shouldn’t be that hard to smile once or twice when you’re in the business if serving customers. It is a shame for the United States of America to have a flagship carrier of such low caliber. Our flight was also delayed by about an hour and a half due to further delays prior to our inbound flight. Being someone who has travelled for both business and leisure in Asia, Europe, and South America I have never experienced such poor quality of service.

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

Flight was actually on Air Canada. The flight itself was fine. Nothing special. Food was pretty pathetic except for cookies. They offered plenty of food and drinks but just wasn't very good. Even for airline food.

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

Delay and keep changing gates. I have to run around from B to C then to E.

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

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