$149 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 2/15. 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.
1 adult
1 adult, Economy, 0 bags

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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$370
Halifax
Halifax1 stop$442
Winnipeg
Winnipeg1 stop$426
Québec City
Québec City1 stop$648
St. John's
St. John's2 stops$809
Calgary
Calgary1 stop$370
Halifax
Halifax1 stop$442
Winnipeg
Winnipeg1 stop$426
Québec City
Québec City1 stop$648
St. John's
St. John's2 stops$809

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

Sun, Mar 1 - Fri, Mar 6
American Airlines Logo
8:24 pm - 1:00 pm
MSN
-
YYC
17h 36m
1 stop
American Airlines Logo
1:40 pm - 9:17 am
YYC
-
MSN
18h 37m
1 stop
$370American Airlines
Sun, Mar 1 - Fri, Mar 6
American Airlines Logo
8:24 pm - 11:45 am
MSN
-
YYC
16h 21m
2 stops
American Airlines Logo
1:40 pm - 9:17 am
YYC
-
MSN
18h 37m
1 stop
$380American Airlines
Thu, Mar 12 - Sat, Mar 14
Delta Logo
6:00 am - 11:01 am
MSN
-
YWG
5h 01m
1 stop
Delta Logo
6:40 am - 3:10 pm
YWG
-
MSN
8h 30m
1 stop
$426Delta
Thu, Mar 12 - Thu, Mar 19
United Airlines Logo
6:05 am - 4:14 pm
MSN
-
YHZ
8h 09m
1 stop
United Airlines Logo
7:00 am - 10:32 pm
YHZ
-
MSN
17h 32m
2 stops
$442United Airlines
Thu, Mar 12 - Thu, Mar 19
United Airlines Logo
8:16 am - 12:51 am
MSN
-
YHZ
14h 35m
2 stops
United Airlines Logo
9:00 am - 10:32 pm
YHZ
-
MSN
15h 32m
2 stops
$456United Airlines
Mon, May 11 - Sun, May 17
Multiple Airlines Logo
6:50 pm - 5:10 pm
MSN
-
YYC
23h 20m
2 stops
Multiple Airlines Logo
7:30 pm - 6:10 pm
YYC
-
MSN
21h 40m
1 stop
$459Multiple Airlines
Wed, Jun 24 - Fri, Jul 3
Delta Logo
1:45 pm - 9:40 pm
MSN
-
YHZ
5h 55m
1 stop
Delta Logo
3:30 pm - 8:40 pm
YHZ
-
MSN
7h 10m
1 stop
$463Delta
Fri, May 15 - Sun, May 17
Multiple Airlines Logo
9:10 am - 12:35 pm
MSN
-
YYC
28h 25m
1 stop
Multiple Airlines Logo
7:30 pm - 6:10 pm
YYC
-
MSN
21h 40m
1 stop
$481Multiple Airlines
Tue, Mar 3 - Wed, Mar 4
WestJet Logo
5:54 pm - 11:01 am
MSN
-
YWG
17h 07m
1 stop
WestJet Logo
5:19 pm - 10:48 pm
YWG
-
MSN
5h 29m
1 stop
$491WestJet
Tue, Mar 3 - Wed, Mar 4
WestJet Logo
6:20 am - 7:09 pm
MSN
-
YWG
12h 49m
2 stops
WestJet Logo
6:40 am - 10:48 pm
YWG
-
MSN
16h 08m
1 stop
$504WestJet
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.

Which airlines provide the cheapest flights from Madison to Canada?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Madison to Canada were found on American Airlines ($370) and Delta ($426).

Good to know

Low seasonNovember
Cheapest flight$149
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 13% increase in price.
Flight from Madison to Halifax

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.

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 8126 reviews
8.5Crew
8.1Boarding
7.2Food
7.8Entertainment
7.9Comfort
Airline reviews

Timing, quality of service, promptness and courtesy of the staff

10.0 ExcellentAjai, Jan 2026
DFW - ATL
Read more Delta reviews

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Not United Airlines' fault. It's ORL airport's fault.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

Flight was good but there are way to many announcements for credit cards etc.

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.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

My flight to London from Philadelphia was cancelled due to weather.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Everything you need to know for your flight from Madison to Canada

Information on your arrival and departure airports