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Find cheap flights from Toronto to Madison from C$ 227

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 21/6. 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
0 bags
Sun 26/5
Sun 2/6

Search 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
In the last 7 days, travellers have searched 44,335,567 times on KAYAK, and here is why:

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
6:30 a.m. - 2:21 p.m.YYZ-MSN
8h 51m1 stop
6:00 a.m. - 11:36 a.m.MSN-YYZ
4h 36m1 stop
C$ 434Delta
Find Deal
Sun, 9 Jun - Sat, 31 Aug
2:14 p.m. - 10:10 p.m.YYZ-MSN
8h 56m1 stop
9:25 a.m. - 5:09 p.m.MSN-YYZ
6h 44m1 stop
C$ 466Delta
Find Deal
Tue, 14 May - Fri, 17 May
6:00 a.m. - 5:26 p.m.YYZ-MSN
12h 26m1 stop
7:13 a.m. - 10:22 p.m.MSN-YYZ
14h 09m1 stop
C$ 516American Airlines
Find Deal
Tue, 4 Jun - Fri, 7 Jun
3:59 p.m. - 8:48 p.m.YYZ-MSN
5h 49m1 stop
7:05 a.m. - 6:38 p.m.MSN-YYZ
10h 33m1 stop
C$ 527American Airlines
Find Deal
Fri, 5 Jul - Tue, 9 Jul
7:00 a.m. - 1:56 p.m.YYZ-MSN
7h 56m2 stops
7:13 a.m. - 10:22 p.m.MSN-YYZ
14h 09m1 stop
C$ 531American Airlines
Find Deal
Tue, 4 Jun - Fri, 7 Jun
6:04 a.m. - 8:50 a.m.YYZ-MSN
3h 46m1 stop
12:07 p.m. - 10:48 p.m.MSN-YYZ
9h 41m1 stop
C$ 556Delta
Find Deal
Sat, 15 Jun - Mon, 17 Jun
11:00 a.m. - 10:27 p.m.YYZ-MSN
12h 27m1 stop
4:02 p.m. - 11:54 p.m.MSN-YYZ
6h 52m2 stops
C$ 673United Airlines
Find Deal
Fri, 5 Jul - Tue, 9 Jul
7:55 a.m. - 9:27 p.m.YYZ-MSN
14h 32m1 stop
6:30 a.m. - 2:15 p.m.MSN-YYZ
6h 45m2 stops
C$ 858United Airlines
Find Deal
Sun, 9 Jun - Sat, 31 Aug
7:00 p.m. - 9:22 p.m.YYZ-MSN
27h 22m2 stops
12:20 p.m. - 6:00 p.m.MSN-YYZ
28h 40m2 stops
C$ 1,471WestJet
Find Deal
Fri, 5 Jul - Tue, 9 Jul
12:00 p.m. - 10:59 p.m.YYZ-MSN
11h 59m2 stops
3:01 p.m. - 5:50 a.m.MSN-YYZ
13h 49m2 stops
C$ 1,623WestJet
Find Deal
Tue, 4 Jun - Fri, 7 Jun

Flights from Toronto to Madison - Travel Insights & Trends

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 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 December, where tickets cost C$ 511 on average. On the other hand, the most expensive months are November and June, where the average cost of tickets is C$ 837 and C$ 750 respectively.

How far in advance should I book a flight from Toronto Pearson Intl Airport to Madison?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Toronto Pearson Intl Airport to Madison, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Toronto Pearson Intl Airport to Madison, you should book around 4 days before departure. For the absolute cheapest price, our data suggests you should book 74 days before departure.

Which airlines provide the cheapest flights from Toronto to Madison?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Delta offered the best one-way deal for that route, at C$ 227. KAYAK users also found Toronto to Madison round-trip flights on Delta from C$ 434 and on American Airlines from C$ 516.

Good to know

Low season

January

High season

October

Cheapest flight

C$ 227
Best time to beat the crowds (20% less expensive on average)
Most popular time to fly and prices are also 13% 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$ 166 for a one-way ticket and C$ 318 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?

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

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

    The two airlines most popular with KAYAK users for flights from Toronto to Madison are United Airlines and Air Canada. With an average price for the route of C$ 684 and an overall rating of 7.4, United Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of C$ 573 and an overall rating of 7.0.

  • 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.

See more FAQs

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 11228 reviews
7.7boarding
7.2comfort
8.1crew
7.1entertainment
6.7food
Airline reviews

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

4.0 OkayAnonymous, Apr. 2024YYZ - MSP
Read more about United Airlines reviews

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

Wifi wasn't working on one of the UA flights after boarding.

Leg room was lacking. Legs crammed into seat in front.

T hey did a great job. Flight was on time .

the plane was old. the wifi didn’t work. the entertainment was boring and dated. the charging ports were impossible to find. i was mostly ignored by flight attendants that had no problem speaking to the man beside me. i got two drinks the entire time i was on the plane.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

The flight I was connecting with waited for me even though my 1st flight was late. I really appreciated that.

The seat is too hard and my back and bottom are having servers pain

There was no lounge for passengers waiting before boarding the aircraft at F65, so passengers are just sitting on the floor or just spread everywhere the premises before boarding.

Great crew, friendly. Found the trip long just sitting with no onboard entertainment

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

I didn’t like the fact that all the customs officers went to lunch so I was in line for 90 minutes due to where the staff directed me. We were told three very different reasons for why the plane was delayed. It was a crowded plane with difficult storage situations for the Carry On bags. The Air Canada airline staff were all very good and professional. I was so disappointed in my cheese and fruit box as the cheese had molded and the fruit wasn’t fresh so I couldn’t eat the majority of the food. This was the last meal I could find as the restaurants had closed when I got in to my destination. I think you could work on improving the food quality.

Once again my complaint is how close the seats are together. Also, the bathrooms were not very clean by the second half of the flight.

Excellent in flight service, perhaps the best we've ever had. Business class feels tired and needs improvement to compete with other airlines. The food looked good but tasted terrible. Check in was quick, the flight arrived early and our luggage was on our flight with us.

The staff were so kind and helpful. We flew back from NY with another airline and it was horrible. We will always stick with Air Canada as everything was far better!

The boarding process in Toronto bad as they share space with domestic flights and when those domestic flights come in you are locked out behind closed doors until they are done and then its a mad rush to get your boarding gates and board. This is not so much due to Air Canada but with the GTAA, but Air Canada could use different gates especially early morning in order to prevent such travel angst.

Terrible quality wifi and they charge a lot for it. They nickel and dime you for everything.

Not happy with Air Canada . Flight was cancelled got the run around trying to get another flight that was direct none to be found ended up going to Denver then onto Austin adding 7 hours to our trip. Was travelling with some one who had walking issues that’s why we were happy to have a direct flight then it didn’t happen adding more stress on her

Book cheap flights from Toronto to Madison

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Toronto to Madison found on KAYAK in the last 72 hours.
21/6Fri
1 stopDelta
9h 37mYYZ-MSN
C$ 227
25/6Tue
1 stopKLM
9h 37mYYZ-MSN
C$ 235
2/5Thu
1 stopDelta
4h 35mYYZ-MSN
C$ 307
25/6Tue
2 stopsAmerican Airlines
7h 03mYYZ-MSN
C$ 382
21/6Fri
2 stops
23h 10mYYZ-MSN
C$ 389
25/6Tue
3 stops
31h 10mYYZ-MSN
C$ 460
21/6Fri
3 stops
26h 35mYYZ-MSN
C$ 469
2/5Thu
2 stopsUnited Airlines
13h 44mYYZ-MSN
C$ 477
24/6Mon
2 stopsAir Canada
17h 08mYYZ-MSN
C$ 591

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Last minute flights from Toronto to Madison

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Toronto to Madison that are departing in the next 10 days.
27/4Sat
multi-stopAmerican Airlines
10h 26mYYZ-MSN
4/5Sat
multi-stopAmerican Airlines
10h 27mMSN-YYZ
C$ 671
27/4Sat
multi-stopUnited Airlines
15h 59mYYZ-MSN
4/5Sat
multi-stopUnited Airlines
14h 10mMSN-YYZ
C$ 710
27/4Sat
multi-stopUnited Airlines
15h 59mYYZ-MSN
4/5Sat
multi-stopUnited Airlines
6h 45mMSN-YYZ
C$ 768
28/4Sun
multi-stopAmerican Airlines
6h 01mYYZ-MSN
2/5Thu
multi-stopAmerican Airlines
16h 18mMSN-YYZ
C$ 1,143

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Toronto - Madison Flights

Departure:

Toronto (YYZ)Canada

Destination:

Madison (MSN)United States

Return flight deals:

Madison - Toronto

Cabin classes:

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