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Cheap flights from Toronto to Madison from C$ 323

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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap 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 12 December 2025.

Tue 16/127:15 a.m.YYZ - MSN
2 stops26h 53mMultiple Airlines
Wed 17/126:08 p.m.MSN - YYZ
1 stop19h 12mMultiple Airlines
Deal found 10/12C$ 920
Mon 22/121:14 p.m.YYZ - MSN
1 stop5h 27mAmerican Airlines
Sat 27/128:10 p.m.MSN - YYZ
1 stop13h 46mAmerican Airlines
Deal found 11/12C$ 943
Fri 12/123:38 p.m.YYZ - MSN
2 stops22h 26mDelta
Fri 19/121:22 p.m.MSN - YYZ
1 stop9h 05mDelta
Deal found 11/12C$ 1,009
Tue 16/127:40 p.m.YYZ - MSN
2 stops17h 04mUnited Airlines
Wed 17/122:48 p.m.MSN - YYZ
2 stops7h 58mUnited Airlines
Deal found 10/12C$ 1,049
Mon 22/1210:00 a.m.YYZ - MSN
2 stops7h 45mAir Canada
Sat 27/125:26 p.m.MSN - YYZ
1 stop5h 33mAir Canada
Deal found 11/12C$ 1,089
Fri 12/126:30 a.m.YYZ - MSN
1 stop7h 12mWestJet
Fri 19/126:00 a.m.MSN - YYZ
1 stop16h 27mWestJet
Deal found 11/12C$ 1,120

Find 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 12 December 2025.

Round-trip from

C$ 532

One-way from

C$ 323

Popular in

July

Cheapest in

December

Average price

C$ 212
American Airlines
  • American Airlines
  • 25/1-1/2
  • 2 total stops
  • 26h 41m total
  • Toronto to Madison
Search Deals
6/1
  • 6/1
  • 2 total stops
  • 24h 33m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 35% potential increase in price (C$ 559 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 86 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 12 December 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

Sun 25/1

7:04 p.m.-10:55 a.m.

1 stop16h 51m

Madison Truax Field

Sun 1/2

7:30 a.m.-6:20 p.m.

1 stop9h 50m

C$ 532

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 9/1

7:04 p.m.-10:55 a.m.

1 stop16h 51m

Madison Truax Field

Fri 16/1

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

1 stop13h 03m

C$ 599

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/1

6:00 a.m.-12:46 p.m.

1 stop7h 46m

Madison Truax Field

Thu 15/1

7:20 a.m.-4:03 p.m.

1 stop7h 43m

C$ 599

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 24/1

12:05 p.m.-9:05 p.m.

1 stop10h 00m

Madison Truax Field

Sat 31/1

5:26 p.m.-9:58 a.m.

1 stop15h 32m

C$ 654

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 9/1

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

2 stops15h 30m

Madison Truax Field

Fri 16/1

2:56 p.m.-11:20 p.m.

1 stop7h 24m

C$ 684

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/1

6:55 p.m.-10:10 a.m.

2 stops16h 15m

Madison Truax Field

Thu 15/1

2:56 p.m.-11:20 p.m.

1 stop7h 24m

C$ 685

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/1

9:00 p.m.-7:07 p.m.

1 stop23h 07m

Madison Truax Field

Mon 12/1

2:56 p.m.-11:19 p.m.

1 stop7h 23m

C$ 687

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 25/1

9:30 a.m.-4:50 p.m.

2 stops8h 20m

Madison Truax Field

Sun 1/2

2:56 p.m.-11:59 p.m.

1 stop8h 03m

C$ 761

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 6/1

9:35 a.m.-9:08 a.m.

2 stops24h 33m

C$ 323

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 25/1

7:10 a.m.-5:40 p.m.

1 stop11h 30m

C$ 415

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 13 results
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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, May is the cheapest month in which you can book a flight from Toronto to Madison (average of C$ 204). Flying from Toronto to Madison in July is currently the most expensive (average of C$ 666). 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 12 December 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.

What’s the top layover airport for flights from Toronto to Madison?

Share of one-stop round-trip flights from Toronto to Madison chosen by Cheapflights users in the past 12 months, using the same layover each way.

Chicago (ORD) – chosen by Cheapflights users on 97% of one-stop itineraries from Toronto to Madison on Cheapflights.

What’s the cheapest layover airport for flights from Toronto to Madison?

Average round-trip fare for 1-stop flights from Toronto to Madison, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 694.

What’s the fastest layover option from Toronto to Madison?

Shortest average travel time for 1-stop one-way flights from Toronto to Madison, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Detroit (DTW) have the shortest average one-way travel time for 1-stop routes: 3h 21m.

Which airport typically offers the quickest layover for flights from Toronto to Madison?

Average layover duration for 1-stop one-way flights from Toronto to Madison, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Detroit (DTW) offer the fastest connection on this route, with an average layover time of 0h 38m.

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 12 December 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
9,095 reviews
Check prices

Entertainment

7.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).
United Airlines
7.4
Good
9,095 reviews
United Airlines
7.4
Good
9,095 reviews
Check prices

Entertainment

7.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).

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 10h. The time it takes to get you to your destination can typically vary by up to 6h 51m. 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$ 364. United Airlines is 49% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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, May is the cheapest month in which you can book a flight from Toronto to Madison (average of C$ 204). Flying from Toronto to Madison in July is currently the most expensive (average of C$ 666). 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

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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 12 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 366AverageC$ 763FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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

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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.

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