Find flights
When to book
Airlines
FAQs

Cheap flights from Toronto to Madison from C$ 296

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
10 Dec — 17 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Toronto to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 10 November 2025.

Round-trip from

C$ 472

One-way from

C$ 296

Popular in

July

Cheapest in

January

Average price

C$ 1,246
American Airlines
  • American Airlines
  • 16/12-9/1
  • 2 total stops
  • 28h 22m total
  • Toronto to Madison
Search Deals
4/1
  • 4/1
  • 2 total stops
  • 19h 01m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 31% potential increase in price (C$ 507 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 75 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find flight deals from Toronto to Madison

Enter your travel dates to find the best prices.

Cheapest flights from Toronto to Madison
Explore the most affordable flight options available from Toronto to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 November 2025.

Tue 16/126:00 a.m.YYZ - MSN
1 stop15h 19mAmerican Airlines
Fri 9/17:20 a.m.MSN - YYZ
1 stop13h 03mAmerican Airlines
Deal found 10/11C$ 472
Wed 24/1211:38 a.m.YYZ - MSN
1 stop22h 52mAmerican Airlines
Sun 28/128:10 p.m.MSN - YYZ
1 stop15h 24mAmerican Airlines
Deal found 8/11C$ 486
Tue 16/127:40 p.m.YYZ - MSN
2 stops15h 34mUnited Airlines
Fri 9/13:48 p.m.MSN - YYZ
1 stop7h 11mUnited Airlines
Deal found 10/11C$ 656
Tue 25/1111:32 a.m.YYZ - MSN
1 stop11h 51mAmerican Airlines
Sun 30/118:12 p.m.MSN - YYZ
1 stop13h 40mAmerican Airlines
Deal found 9/11C$ 670
Wed 24/122:45 p.m.YYZ - MSN
2 stops8h 32mUnited Airlines
Sun 28/125:00 a.m.MSN - YYZ
1 stop3h 58mUnited Airlines
Deal found 8/11C$ 893
Fri 21/114:30 p.m.YYZ - MSN
1 stop7h 36mUnited Airlines
Sun 23/116:50 p.m.MSN - YYZ
2 stops17h 35mUnited Airlines
Deal found 10/11C$ 911
Tue 23/125:19 p.m.YYZ - MSN
2 stops7h 18mAmerican Airlines
Tue 30/128:10 p.m.MSN - YYZ
1 stop13h 46mAmerican Airlines
Deal found 8/11C$ 1,018
Tue 16/1212:13 p.m.YYZ - MSN
2 stops11h 44mDelta
Fri 9/111:14 a.m.MSN - YYZ
1 stop3h 58mDelta
Deal found 10/11C$ 1,062
Tue 25/118:15 a.m.YYZ - MSN
2 stops7h 39mAir Canada
Sun 30/115:38 p.m.MSN - YYZ
1 stop5h 21mAir Canada
Deal found 9/11C$ 1,074
Tue 23/126:05 a.m.YYZ - MSN
2 stops9h 11mDelta
Tue 30/1210:50 a.m.MSN - YYZ
2 stops11h 00mDelta
Deal found 8/11C$ 3,361
Tue 25/116:05 a.m.YYZ - MSN
2 stops7h 38mDelta
Sun 30/116:00 a.m.MSN - YYZ
2 stops7h 48mDelta
Deal found 9/11C$ 3,807

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 10 November 2025.
Use the filters below to find and compare flights from Toronto to Madison that are best for you.

Fly from

Toronto

Fly to

Madison

Route

Depart

Return

Price

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 16/12

6:00 a.m.-8:19 p.m.

1 stop15h 19m

Madison Truax Field

Fri 9/1

7:20 a.m.-9:23 p.m.

1 stop13h 03m

C$ 472

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 23/12

6:23 p.m.-9:30 a.m.

1 stop16h 07m

Madison Truax Field

Tue 30/12

8:10 p.m.-12:32 p.m.

1 stop15h 22m

C$ 472

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/12

11:38 a.m.-9:30 a.m.

1 stop22h 52m

Madison Truax Field

Sun 28/12

8:10 p.m.-12:34 p.m.

1 stop15h 24m

C$ 486

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 16/12

7:40 p.m.-10:14 a.m.

2 stops15h 34m

Madison Truax Field

Fri 9/1

3:48 p.m.-11:59 p.m.

1 stop7h 11m

C$ 656

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 25/11

11:32 a.m.-10:23 p.m.

1 stop11h 51m

Madison Truax Field

Sun 30/11

8:12 p.m.-10:52 a.m.

1 stop13h 40m

C$ 670

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/12

2:45 p.m.-10:17 p.m.

2 stops8h 32m

Madison Truax Field

Sun 28/12

5:00 a.m.-9:58 a.m.

1 stop3h 58m

C$ 893

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 21/11

6:50 a.m.-10:00 a.m.

1 stop4h 10m

Madison Truax Field

Sun 23/11

6:50 p.m.-4:02 p.m.

1 stop20h 12m

C$ 911

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 16/12

12:13 p.m.-10:57 p.m.

2 stops11h 44m

Madison Truax Field

Fri 9/1

11:14 a.m.-4:12 p.m.

1 stop3h 58m

C$ 1,062

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 4/1

8:00 p.m.-2:01 p.m.

2 stops19h 01m

C$ 296

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 10/12

6:05 a.m.-5:04 p.m.

2 stops11h 59m

C$ 376

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/11

Showing 1-10 of 13 results
1
2

Best time to book a flight from Toronto to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Toronto with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Toronto to Madison?

Currently, March is the cheapest month in which you can book a flight from Toronto to Madison (average of C$ 202). Flying from Toronto to Madison in July is currently the most expensive (average of C$ 678). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YTO to MSN?

Find hourly flight availability from Toronto to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 10 November 2025.

It’s typically best to fly out from Toronto to Madison in the evening. Doing so could potentially save you 21% on the flight price compared to flying at noon, which is usually more expensive.

How much does it cost to fly round-trip from Toronto to Madison?

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated 10 November 2025.
Check out reviews from past customers who have flown with United Airlines from Toronto to Madison to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,012 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,012 reviews
United Airlines
7.4
Good
9,012 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from Toronto to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Madison from Toronto?

    Madison Truax Field (MSN), located 8.7 km from the city centre, is the airport you fly into when you book flights from Toronto to Madison. 1 airline have flights to Truax Field from Toronto on a regular basis. Booking flights from Toronto to Madison Truax Field should not be difficult; the airport handles an average of 0 inbound flights from Toronto per day.

  • How long is the flight from Toronto to Madison?

    Airlines like American Airlines and United Airlines fly from Toronto to Madison in about 15h 19m. The time it takes to get you to your destination can typically vary by up to 15m. The distance from Toronto to Madison is about 785 km. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Toronto to Madison round-trip?

    Cheapflights users have booked flights from Toronto to Madison round-trip from C$ 372. United Airlines is 52% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Toronto to Madison one-way?

    The cheapest airlines for a one-way flight from Toronto to Madison are Delta (C$ 376), American Airlines (C$ 428), and United Airlines (C$ 529).

  • Can I find deals for flights from Toronto to Madison that include hotel bookings?

    Yes. In addition to deals on Toronto to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to Madison.

  • Can I find deals for business class flights from Toronto to Madison?

    Yes. Cheapflights offers flight deals from Toronto to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toronto to Madison?

    Currently, March is the cheapest month in which you can book a flight from Toronto to Madison (average of C$ 202). Flying from Toronto to Madison in July is currently the most expensive (average of C$ 678). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Toronto to Madison

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to O'Hare Intl flights
Pearson Intl to Minneapolis flights
Ottawa to O'Hare Intl flights
Toronto Island to O'Hare Intl flights
Pierre Elliott Trudeau Intl to Minneapolis flights
Pearson Intl to Milwaukee flights
Hamilton to O'Hare Intl flights
Toronto Island to Minneapolis flights
Pearson Intl to Duluth flights
Ottawa to Minneapolis flights
London to O'Hare Intl flights
Ottawa to Milwaukee flights
Pierre Elliott Trudeau Intl to Milwaukee flights
Pearson Intl to Madison flights
Pearson Intl to Green Bay flights
Region of Waterloo Intl to O'Hare Intl flights
Pearson Intl to Wausau flights
Pierre Elliott Trudeau Intl to Madison flights
Ottawa to Madison flights
Sudbury to O'Hare Intl flights
Kingston to O'Hare Intl flights
Pierre Elliott Trudeau Intl to Duluth flights

Top airline flying from Toronto to Madison

Discover the top airline that operate flights from Toronto to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 10 November 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 372AverageC$ 822FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Toronto to Madison?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Madison from Toronto today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Toronto to Madison?

Cheapflights helps you find that perfect flight to Madison from Toronto by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Toronto to Madison with no change fees?

Yes, we can. To see specific flights from Toronto to Madison with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Toronto to Madison become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Madison from Toronto today and book when prices fit your budget.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.