$165 Find Cheap Flights from Madison to Canada - Compare and Save

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 10/13. 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
Calgary2 stops$464
Halifax
Halifax1 stop$468
Winnipeg
Winnipeg2 stops$572
Québec City
Québec City1 stop$632
St. John's
St. John's2 stops$861
Calgary
Calgary2 stops$464
Halifax
Halifax1 stop$468
Winnipeg
Winnipeg2 stops$572
Québec City
Québec City1 stop$632
St. John's
St. John's2 stops$861

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

Tue, Jan 5 - Wed, Jan 13
United Airlines Logo
6:30 am - 5:49 pm
MSN
-
YVR
12h 19m
1 stop
United Airlines Logo
11:30 am - 9:53 pm
YVR
-
MSN
9h 23m
1 stop
$396United Airlines
Sun, Oct 11 - Sat, Oct 17
Delta Logo
6:00 am - 10:50 am
MSN
-
YVR
6h 50m
1 stop
Delta Logo
6:00 am - 2:11 pm
YVR
-
MSN
6h 11m
1 stop
$411Delta
Sun, Sep 20 - Fri, Sep 25
American Airlines Logo
8:05 pm - 12:45 pm
MSN
-
YVR
18h 40m
1 stop
American Airlines Logo
1:40 pm - 12:26 pm
YVR
-
MSN
20h 46m
1 stop
$411American Airlines
Thu, Nov 12 - Mon, Nov 16
American Airlines Logo
5:47 pm - 1:15 pm
MSN
-
YVR
20h 28m
1 stop
American Airlines Logo
1:15 pm - 9:52 am
YVR
-
MSN
19h 37m
1 stop
$411American Airlines
Sat, Nov 7 - Wed, Nov 11
United Airlines Logo
5:00 am - 1:45 pm
MSN
-
YVR
9h 45m
1 stop
United Airlines Logo
1:36 pm - 7:43 pm
YVR
-
MSN
5h 07m
1 stop
$415United Airlines
Sun, Oct 11 - Sat, Oct 17
Delta Logo
6:00 am - 10:50 am
MSN
-
YVR
6h 50m
1 stop
Delta Logo
6:00 am - 9:01 pm
YVR
-
MSN
13h 01m
2 stops
$421Delta
Tue, Nov 3 - Sat, Nov 14
Multiple Airlines Logo
10:30 am - 7:05 pm
MSN
-
YYZ
31h 35m
2 stops
Multiple Airlines Logo
7:15 am - 4:18 pm
YYZ
-
MSN
10h 03m
1 stop
$434Multiple Airlines
Tue, Nov 3 - Sat, Nov 14
Multiple Airlines Logo
10:30 am - 3:23 pm
MSN
-
YYZ
27h 53m
1 stop
Multiple Airlines Logo
7:15 am - 4:18 pm
YYZ
-
MSN
10h 03m
1 stop
$436Multiple Airlines
Sun, Aug 23 - Fri, Aug 28
WestJet Logo
6:05 am - 9:40 pm
MSN
-
YVR
17h 35m
2 stops
WestJet Logo
5:00 am - 11:00 pm
YVR
-
MSN
16h 00m
2 stops
$438WestJet
Tue, Aug 25 - Thu, Aug 27
WestJet Logo
1:35 pm - 10:35 pm
MSN
-
YVR
11h 00m
2 stops
WestJet Logo
6:00 am - 11:00 pm
YVR
-
MSN
15h 00m
1 stop
$444WestJet
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 is the cheapest month to fly from Madison to Canada?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Canada, 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 from Madison to Canada is February, when tickets cost $502 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $849 and $767 respectively.

Good to know

Low season

February

Cheapest flight

$165
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Madison to Vancouver

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 4 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.
7.8
DeltaOverall score based on 8494 reviews
7.2Food
7.8Entertainment
8.1Boarding
8.5Crew
7.8Comfort
Airline reviews

Staff is friendly and helpful but flight was delayed by one hour from Detroit, making for tight window in Toronto to clear Canada Customs and pass through security screening in order to get to connecting flight on time.

6.0 GoodAnonymous, Jul 2026
DTW - YYZ
Read more Delta reviews

Staff is friendly and helpful but flight was delayed by one hour from Detroit, making for tight window in Toronto to clear Canada Customs and pass through security screening in order to get to connecting flight on time.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

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

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

Rode in a smaller plane and short trip meant no snacks, no free wifi or tv. It was only 30min flight so honestly wasn’t a big deal to lack these items.

Pretty standard flight. Delta has a good selection of movies.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

1. Everything was satisfactory concerning the flight. 2. Can't think of what could be better right now.

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

Excellent communication from the staff. We actually arrived early. Very friendly and professional staff.

The entertainment they offer could use some games, and maybe they could add some cookies to the snack menu. And the automated messages are a bit repetitive. But it was comfortable temperature wise and the seats were comfortable. The crew is very polite and helpful

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

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

It was ok. Jet was ok but it lacked many convinces we have experienced on other airlines such as in seat entertainment. Space seamed more compact than other airlines. They did not provide the gate to gate assistance we arranged for for our mom who needed a wheel chair.

Due to delays at SFO, my WestJet light missed its connecting WestJet flight. If they had held the plane in Calgary for 15 minutes, 2 families with children would not have been stranded in Calgary for more than 24 hours. I understand the need to be on-time, but when it is the same company, you would think they could make a phone call. Or maybe they could go to a higher altitude to make up for lost time? Instead of attempting to put us on another flight, they rescheduled us for the same connecting flight 24 hours later. We then had to scramble to find a hotel, which they state that they were not responsible for since the delay was not their fault and therefore became an additional out of pocket expense for us. The customer service is severely lacking here at this company. They also mentioned that if we purchased our tickets through a 3rd party site (Kayak) versus WestJet directly, that they couldn't help us. Seriously?? Additionally, we lost 2 days of travel and missed out on tours and taxis that were pre-booked. I will not be using WestJet again,

This airline would not refund my money and I had a physician note that I could not fly. They are crooks

Westjet was late and we missed our connecting flight with Cathay. Had to wait 8 hours. Westjet only allows 1 checked in baggage for international flights- it’s always been 2. Canada allows only 1 sandwhich bag size full off small liquids. Everything else will be tossed. Awful trip. Will never fly west jet or go to Toronto to connect flights!

No pre boarding kiosk to check in, baggage claim detected luggage didn’t leave the airport, poorly managed recovery of lost luggage, and blame lost tag from conveyor to TSA/security, very poor from TSA/security check to delivery, crucial if compensation will go thru and will likely wait for months unlike United,

Flight was good, crew was excellent. No complaints at all

Delayed 3 times in a row for 4 hours total. Incrementally pushing back the flight claiming gate delays but they eventually changed the actual plane, due to technical issues. This strategy to avoid compensation to passengers is unprofessional.

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

Everything was good except for flight delay, but it was because of the snow storm in the arrival airport.

Great airline but flying is no fun. Too little space. Too much luggage on board slowing down the whole boarding process. It just shouldn’t be such a mission to get in and off a plane.

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.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

Flight was late and boarding was confusing because gate changed and I didn’t get a notification

Was a normal flight but it was delayed, and there wasn't an explanation.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

We were told we had no flights before our flight was continually delayed then cancelled.

Boarding was relatively fast and easy and the crew was attentive throughout.

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

Information on your arrival and departure airports