YYZ - MSN

C$ 276 Find Cheap Flights from Toronto to Madison – 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 Toronto to Madison departing on 11/9. 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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Everything you should know

Cheapest round-trip
C$ 559
Typical prices: C$ 827-C$ 924
Multiple Airlines
Tue 29/9Tue 6/10
YYZ - MSN • 2 stops
Cheapest one-way flights
C$ 276
Multiple Airlines
Fri 11/9
YYZ - MSN • 2 stops
Top airlines
Delta
Cheapest • from C$ 623 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Direct flights
Not available
There are currently no direct flights between Toronto and Madison. You’ll need at least 1 connection.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 100% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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!
Flight Deals
Booking Insights
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

Tue, 29 Sep - Tue, 6 Oct
Multiple Airlines Logo
9:30 a.m. - 9:53 a.m.
YYZ
-
MSN
25h 23m
2 stops
Multiple Airlines Logo
2:45 p.m. - 2:30 p.m.
MSN
-
YYZ
22h 45m
1 stop
C$ 559Multiple Airlines
Sat, 5 Dec - Wed, 9 Dec
Delta Logo
6:00 a.m. - 9:05 a.m.
YYZ
-
MSN
4h 05m
1 stop
Delta Logo
1:28 p.m. - 10:57 p.m.
MSN
-
YYZ
8h 29m
1 stop
C$ 623Delta
Tue, 29 Sep - Tue, 6 Oct
Delta Logo
6:00 a.m. - 8:52 a.m.
YYZ
-
MSN
3h 52m
1 stop
Delta Logo
9:27 a.m. - 1:36 p.m.
MSN
-
YYZ
3h 09m
1 stop
C$ 623Delta
Sat, 5 Sep - Sun, 20 Sep
American Airlines Logo
11:39 a.m. - 10:18 p.m.
YYZ
-
MSN
11h 39m
1 stop
American Airlines Logo
8:05 p.m. - 10:59 a.m.
MSN
-
YYZ
13h 54m
1 stop
C$ 629American Airlines
Tue, 29 Sep - Tue, 6 Oct
United Airlines Logo
7:30 a.m. - 1:37 p.m.
YYZ
-
MSN
7h 07m
2 stops
United Airlines Logo
6:49 a.m. - 2:19 p.m.
MSN
-
YYZ
6h 30m
2 stops
C$ 635United Airlines
Sat, 5 Dec - Wed, 9 Dec
United Airlines Logo
3:00 p.m. - 5:51 p.m.
YYZ
-
MSN
3h 51m
1 stop
United Airlines Logo
8:20 a.m. - 7:19 p.m.
MSN
-
YYZ
9h 59m
2 stops
C$ 635United Airlines
Wed, 23 Sep - Sat, 26 Sep
United Airlines Logo
7:30 a.m. - 2:59 p.m.
YYZ
-
MSN
8h 29m
2 stops
United Airlines Logo
2:49 p.m. - 8:44 p.m.
MSN
-
YYZ
4h 55m
1 stop
C$ 637United Airlines
Sat, 5 Dec - Wed, 9 Dec
United Airlines Logo
3:00 p.m. - 5:51 p.m.
YYZ
-
MSN
3h 51m
1 stop
United Airlines Logo
8:20 a.m. - 7:19 p.m.
MSN
-
YYZ
9h 59m
2 stops
C$ 637United Airlines
Wed, 23 Sep - Sat, 26 Sep
United Airlines Logo
8:50 a.m. - 1:42 p.m.
YYZ
-
MSN
5h 52m
1 stop
United Airlines Logo
2:49 p.m. - 8:44 p.m.
MSN
-
YYZ
4h 55m
1 stop
C$ 637United Airlines
Wed, 23 Sep - Sat, 26 Sep
United Airlines Logo
10:15 a.m. - 2:59 p.m.
YYZ
-
MSN
5h 44m
1 stop
United Airlines Logo
5:00 a.m. - 9:54 a.m.
MSN
-
YYZ
3h 54m
1 stop
C$ 637United Airlines
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$ 0 (return) on average. On the other hand, the most expensive months are August and November, where the average cost of round-trip tickets is C$ 1,223 and C$ 1,075 respectively.

Find deals

Good to know

Low season

December

Cheapest flight

C$ 276
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (17% more expensive 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 5 days, the lowest price for a flight from Toronto Pearson Intl Airport to Madison was C$ 276 for a one-way ticket and C$ 559 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 is the only airline alliance operating flights between Toronto and Madison.

  • 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 airline 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 10061 reviews
7.3Comfort
6.6Food
8.1Crew
7.1Entertainment
7.7Boarding
Airline reviews

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

2.0 MediocreGreg, Jun 2026
YYZ - ORD
Read more United Airlines reviews

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Flight attendants had a little attitude. Food tastes no good.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

l really enjoy very much the flight was very pleasant

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

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

Information on your arrival and departure airports

Toronto (YYZ)
Madison (MSN)