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$309 Find cheap flights from Toronto to Madison

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Toronto to Madison departing on 8/10. 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
0 bags
Tue 6/18
Tue 6/25

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 travelers have searched 41,904,688 times on KAYAK, and here is why:

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Cheap flight deals from Toronto to Madison (YYZ-MSN)

 
These are the cheapest deals for flights from Toronto to Madison currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Toronto to Madison

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Toronto to Madison.

Recent one-way flight deals from Toronto to Madison

Only flying one-way? Below are some of the best one-way flight deals from Toronto to Madison found on KAYAK recently.

Recent last minute flight deals from Toronto to Madison

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Toronto to Madison.

Recent direct flight deals from Toronto to Madison

The latest deals for direct flights from Toronto to Madison so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Toronto to Madison

Find recent round-trip train or bus tickets from Toronto to Madison.

All round-trip flight deals to Madison

The cheapest plane tickets to Madison found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:09 am - 4:27 pmYYZ-MSN
6h 18m1 stop
4:57 pm - 10:44 pmMSN-YYZ
4h 47m1 stop
$309American Airlines
Find Deal
Sat, Aug 10 - Tue, Aug 13
6:30 am - 2:12 pmYYZ-MSN
8h 42m1 stop
12:07 pm - 10:48 pmMSN-YYZ
9h 41m1 stop
$314Delta
Find Deal
Sat, Jun 15 - Mon, Jun 17
11:05 am - 8:00 pmYYZ-MSN
9h 55m1 stop
10:36 am - 10:42 pmMSN-YYZ
11h 06m1 stop
$369American Airlines
Find Deal
Sat, Jun 29 - Sat, Jul 6
6:15 am - 10:32 pmYYZ-MSN
17h 17m2 stops
6:32 am - 8:43 pmMSN-YYZ
13h 11m1 stop
$499United Airlines
Find Deal
Sat, Jun 29 - Sat, Jul 6
5:45 pm - 10:49 pmYYZ-MSN
6h 04m2 stops
5:17 pm - 11:50 pmMSN-YYZ
5h 33m1 stop
$856Delta
Find Deal
Sat, Aug 10 - Tue, Aug 13
12:00 pm - 10:14 amYYZ-MSN
23h 14m2 stops
6:02 am - 5:45 amMSN-YYZ
22h 43m2 stops
$1,334WestJet
Find Deal
Sat, Jun 29 - Sat, Jul 6
5:45 pm - 10:49 pmYYZ-MSN
6h 04m2 stops
2:43 pm - 10:50 pmMSN-YYZ
7h 07m2 stops
$1,816Delta
Find Deal
Sat, Aug 10 - Tue, Aug 13
6:34 am - 2:53 pmYYZ-MSN
9h 19m1 stop
4:11 pm - 11:14 pmMSN-YYZ
6h 03m1 stop
$531Delta
Find Deal
Thu, May 23 - Sun, May 26
4:40 pm - 4:57 pmYYZ-MSN
25h 17m3 stops
4:02 pm - 6:00 pmMSN-YYZ
24h 58m2 stops
$2,191
Find Deal
Thu, May 23 - Sun, May 26
4:40 pm - 4:57 pmYYZ-MSN
25h 17m3 stops
10:50 am - 6:00 pmMSN-YYZ
30h 10m3 stops
$2,201
Find Deal
Thu, May 23 - Sun, May 26
10:30 pm - 4:57 pmYYZ-MSN
19h 27m2 stops
4:02 pm - 6:00 pmMSN-YYZ
24h 58m2 stops
$2,315
Find Deal
Thu, May 23 - Sun, May 26

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’s the cheapest day of the week to fly from Toronto to Madison?

The average price of all flights from Toronto Pearson Intl Airport to Madison clicked on KAYAK for each day over the last 12 months.
For Toronto to Madison, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Madison back to Toronto, the best deals are generally found on Sunday, with Monday being the most expensive.

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 $310 on average. On the other hand, the most expensive months are November and May, where the average cost of tickets is $645 and $611 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 40 days before departure.

Good to know

Low season

February

High season

October

Cheapest flight

$309
Best time to beat the crowds with an average 38% drop in price.
Most popular time to fly and prices are also 5% 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 $309 for a round-trip ticket.

  • Do I need a passport to fly between Toronto and Madison?

    A passport is required to fly from Toronto to Madison.

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

    Toronto airport is called Toronto Pearson Intl and the only airport in Madison is 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?

    oneworld, SkyTeam, 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 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 $540 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 $433 and an overall rating of 7.3.

  • 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 travelers 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. Booking your flights between Toronto and MSN can sometimes prove cheaper using this method.

  • 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 10900 reviews
7.1Entertainment
7.2Comfort
7.7Boarding
6.7Food
8.1Crew
Airline reviews

We enjoyed that we boarded and took off on time. We didn’t like that our connection flight was a twenty minute walk through the airport with only one hour in between flights.

8.0 ExcellentAnonymous, May 2024YYZ - IAH
Read more about United Airlines reviews

We enjoyed that we boarded and took off on time. We didn’t like that our connection flight was a twenty minute walk through the airport with only one hour in between flights.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

Two flights,both poor. No entertainment. Cramped and uncomfortable seats, little space, the rest was OK. Staff were acceptable good.

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.

2 hour flight with no drink service from the bahamas?!! There was very little turbulence and the turbulence didnt seem to affect first class drink service. I understand that they may not be able to pour all kinds of drinks, but thye can hand out bottles of water at lease

As no headphones/ ear pieces in back of seat for entertainment system, would have been to been offered rather than asking & waiting a long time. I know we are in economy but cost of ticket was high.

The flight was short. However, my bag was delayed and was put on another flight.

Flight attendant was incredible. Very efficient, friendly and pleasant. Patricia was one of the best I have ever seen. Please give her a big raise!

LIT to DFW - 3 hours late; the entire plane had been boarded before they told us there was a delay due to a weather-related ground stop in Dallas. DFW to MAY - 2+ hours late due to A/C needing to be repaired after everyone had boarded, then when we finally reach the runway, the First Officer timed out and we had to taxi all the way back to the gate and wait for a new one. I arrived in New Orleans 5+ hours later than I should have. Return flights were completely cancelled; rebooked through the app to fly through CLT instead of DFW. MSY to CLT had no issues, but CLT to LIT was delayed 1.25 hrs because flight attendants had not arrived to the airport yet. At least they didn’t make us all sit on the plane to wait for them. I should have driven.

Tray table was filthy when I sat down. I needed to have someone come clean it because there was food and stains on it WiFi didn’t work after paying for in-flight WiFi. Food was terrible and was not filling at all Chicken was rubbery Flight attendant had an attitude, interrupted me and wasn’t able to answer basic questions about the food selection such as “does the chicken have red sauce in it”. If your flight attendants are not going to know what is in the meals so we can make an educated decision based on dietary restrictions, they shouldn’t be on the plane. My 1.5 year old niece was sleeping and dropped her binkie. I went on the ground under the chairs looking for it. It was at that time that she came up to me as I’m CLEARLY on all 4s with a flashlight and said “I need to get by”. I said one moment please I’m getting something from under the seat (while my head was literally under the seat). Her reply was “no you need to move now” and proceeded to almost push me out of the way. I looked up and all I saw was her toes under my eyes. When I looked in front of me, her private parts were inches away from my face. I then made a comment “you couldn’t waited 2 seconds?” and her response was, “no I need to use the bathroom”. I understand that and would never want to be the reason someone couldn’t get to the bathroom but I was under the seat. She could’ve gone around the other way instead of harassing me, basically placing her private parts on my head and borderline pushing me out of the way. You don’t pay that much for this deplorable experience. This was by far the worst experience I have ever had on American. I will be absolutely thinking twice and thrice about flying American Airlines again. I would rather pay more to fly delta because at least I know their WiFi will work and their flight attendants won’t have a shitty attitude for no reason, nor will they act the way this woman did. Unacceptable.

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

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.
5/23Thu
multi-stopDelta
9h 19mYYZ-MSN
5/26Sun
multi-stopDelta
6h 03mMSN-YYZ
$531
5/23Thu
multi-stop
25h 17mYYZ-MSN
5/26Sun
multi-stop
24h 58mMSN-YYZ
$2,191
5/23Thu
multi-stop
25h 17mYYZ-MSN
5/26Sun
multi-stop
30h 10mMSN-YYZ
$2,201
5/23Thu
multi-stop
19h 27mYYZ-MSN
5/26Sun
multi-stop
24h 58mMSN-YYZ
$2,315

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Toronto - Madison Flights

Departure:

Toronto (undefined)Canada

Destination:

Madison (MSN)United States

Return flight deals:

Madison - Toronto

Cabin classes:

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