YYZ - MSN

C$ 281 Find Cheap Flights from Toronto 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 from Toronto to Madison departing on 29/10. 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 in flight searches from Toronto to Madison, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Madison, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Toronto to Madison (YYZ-MSN)

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

Wed, 12 Nov - Sun, 16 Nov
American Airlines Logo
1:14 p.m. - 10:49 p.m.YYZ-MSN
10h 35m1 stop
American Airlines Logo
9:48 a.m. - 9:29 p.m.MSN-YYZ
10h 41m1 stop
C$ 663American Airlines
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Sat, 11 Oct - Sat, 18 Oct
American Airlines Logo
6:30 a.m. - 3:59 p.m.YYZ-MSN
10h 29m1 stop
American Airlines Logo
8:25 p.m. - 10:59 a.m.MSN-YYZ
13h 34m1 stop
C$ 693American Airlines
Find Deal
Wed, 12 Nov - Sun, 16 Nov
United Airlines Logo
12:45 p.m. - 7:21 p.m.YYZ-MSN
7h 36m2 stops
United Airlines Logo
6:30 a.m. - 4:02 p.m.MSN-YYZ
8h 32m1 stop
C$ 736United Airlines
Find Deal
Sun, 1 Mar - Thu, 5 Mar
Delta Logo
6:00 a.m. - 1:01 p.m.YYZ-MSN
8h 01m1 stop
Delta Logo
7:00 a.m. - 4:08 p.m.MSN-YYZ
8h 08m1 stop
C$ 757Delta
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Sat, 11 Oct - Sat, 18 Oct
United Airlines Logo
5:15 p.m. - 9:55 a.m.YYZ-MSN
17h 40m1 stop
United Airlines Logo
8:15 a.m. - 9:33 p.m.MSN-YYZ
12h 18m2 stops
C$ 772United Airlines
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Sat, 11 Oct - Sat, 18 Oct
United Airlines Logo
10:45 a.m. - 6:55 p.m.YYZ-MSN
9h 10m2 stops
United Airlines Logo
12:26 p.m. - 10:23 p.m.MSN-YYZ
8h 57m2 stops
C$ 794United Airlines
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Wed, 1 Oct - Sat, 4 Oct
WestJet Logo
8:15 a.m. - 10:34 p.m.YYZ-MSN
15h 19m2 stops
WestJet Logo
2:44 p.m. - 12:31 a.m.MSN-YYZ
32h 47m2 stops
C$ 1,027WestJet
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Sun, 1 Mar - Thu, 5 Mar
Air Canada Logo
9:00 a.m. - 5:09 p.m.YYZ-MSN
9h 09m1 stop
Air Canada Logo
1:04 p.m. - 11:29 p.m.MSN-YYZ
9h 25m2 stops
C$ 1,199Air Canada
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Sun, 1 Mar - Thu, 5 Mar
Air Canada Logo
9:00 a.m. - 5:09 p.m.YYZ-MSN
9h 09m1 stop
Air Canada Logo
1:04 p.m. - 11:29 p.m.MSN-YYZ
9h 25m2 stops
C$ 1,283Air Canada
Find Deal
Wed, 12 Nov - Sun, 16 Nov
WestJet Logo
9:40 a.m. - 10:59 p.m.YYZ-MSN
14h 19m2 stops
WestJet Logo
10:50 a.m. - 11:38 p.m.MSN-YYZ
11h 48m2 stops
C$ 2,307WestJet
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from C$ 663 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
January
Cheapest • 44% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
C$ 663
Overall average: C$ 799
American Airlines
Wed 12/11Sun 16/11
YYZ - MSN • 1 stop
Cheapest one-way flights
C$ 281
Typical prices: C$ 457-637
Multiple Airlines
Wed 29/10
YYZ - MSN • 2 stops
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Madison!
Booking Insights

KAYAK's insights & trends for Toronto to Madison flights

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

What is the cheapest month to fly from Toronto Pearson Intl Airport to Madison?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto Pearson Intl Airport 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 from Toronto Pearson Intl Airport to Madison is January, where tickets cost C$ 367 (return) on average. On the other hand, the most expensive months are July and August, where the average cost of round-trip tickets is C$ 839 and C$ 839 respectively.

Good to know

Low seasonFebruary
Cheapest flightC$ 281
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Toronto to Madison

When to book flights from Toronto to Madison

Are your dates flexible? Find out the best times to travel from Toronto to Madison based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Toronto to Madison flights

  • What is the cheapest flight from Toronto Pearson Intl Airport to Madison?

    In the last 3 days, the lowest price for a flight from Toronto Pearson Intl Airport to Madison was C$ 203 for a one-way ticket and C$ 479 for a round-trip.

  • Which airports will I be using when flying from Toronto to Madison?

    When flying out of Toronto you will be using Toronto Pearson Intl. You will be landing at Madison, also known as Madison Truax Field.

  • Which aircraft models fly most regularly from Toronto to Madison?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Toronto to Madison?

    Star Alliance, oneworld, and SkyTeam are the airline alliances operating flights between Toronto and Madison, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Toronto to Madison, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Toronto to Madison are United Airlines and American Airlines. With an average price for the route of C$ 795 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of C$ 589 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Toronto 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 from Toronto to Madison.

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

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

  • What is the Hacker Fare option on flights from Toronto 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 to Toronto with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto 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 from Toronto up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Toronto to Madison

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Madison. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Toronto 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 8929 reviews
7.7Boarding
7.3Comfort
8.1Crew
7.1Entertainment
6.6Food
Airline reviews

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

10.0 ExcellentPaulos, Aug 2025YUL - IAD
Read more United Airlines reviews

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

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

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.

The delayed flight was awful and moving the departure gate twice was annoying

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

The flight was on time and crew were nice, seats were tight and there was entertainment available

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.

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.

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

Information on your arrival and departure airports

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