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Cheap flights from Toronto to Madison from C$ 280

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 20/1. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
17 Jan — 24 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 18 December 2025.

Thu 25/1210:00 a.m.YYZ - MSN
2 stops10h 05mUnited Airlines
Sun 4/16:00 a.m.MSN - YYZ
1 stop6h 43mUnited Airlines
Deal found 16/12C$ 915
Sun 21/126:05 a.m.YYZ - MSN
1 stop4h 00mWestJet
Mon 22/125:01 p.m.MSN - YYZ
1 stop21h 58mWestJet
Deal found 16/12C$ 1,076
Mon 22/125:15 p.m.YYZ - MSN
1 stop4h 30mWestJet
Tue 23/125:01 p.m.MSN - YYZ
1 stop5h 19mWestJet
Deal found 16/12C$ 1,099
Sun 21/1210:00 a.m.YYZ - MSN
2 stops13h 30mUnited Airlines
Mon 22/128:15 a.m.MSN - YYZ
1 stop6h 47mUnited Airlines
Deal found 16/12C$ 1,146
Fri 19/127:10 a.m.YYZ - MSN
1 stop11h 46mMultiple Airlines
Sat 20/129:48 a.m.MSN - YYZ
1 stop10h 31mMultiple Airlines
Deal found 16/12C$ 1,148
Fri 19/126:00 a.m.YYZ - MSN
1 stop4h 18mAmerican Airlines
Sat 20/125:55 p.m.MSN - YYZ
1 stop16h 14mAmerican Airlines
Deal found 16/12C$ 1,159
Mon 22/127:30 a.m.YYZ - MSN
2 stops7h 24mUnited Airlines
Tue 23/128:15 a.m.MSN - YYZ
1 stop13h 26mUnited Airlines
Deal found 16/12C$ 1,184
Fri 19/126:45 p.m.YYZ - MSN
1 stop4h 45mUnited Airlines
Sat 20/125:26 p.m.MSN - YYZ
2 stops14h 09mUnited Airlines
Deal found 16/12C$ 1,210
Thu 25/1211:30 p.m.YYZ - MSN
2 stops42h 58mMultiple Airlines
Thu 1/17:00 a.m.MSN - YYZ
1 stop3h 19mMultiple Airlines
Deal found 16/12C$ 1,331
Mon 22/126:00 a.m.YYZ - MSN
1 stop9h 16mDelta
Tue 23/122:56 p.m.MSN - YYZ
1 stop7h 24mDelta
Deal found 16/12C$ 1,462
Mon 22/121:14 p.m.YYZ - MSN
1 stop5h 27mAmerican Airlines
Tue 23/128:10 p.m.MSN - YYZ
1 stop13h 46mAmerican Airlines
Deal found 16/12C$ 1,527

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 18 December 2025.

Round-trip from

C$ 490

One-way from

C$ 280

Popular in

July

Cheapest in

December

Average price

C$ 212
American Airlines
  • American Airlines
  • 20/2-22/2
  • 2 total stops
  • 21h 14m total
  • Toronto to Madison
Search Deals
20/1
  • 20/1
  • 1 total stop
  • 19h 53m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 35% potential increase in price (C$ 558 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 85 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 18 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

Fri 20/2

1:12 p.m.-7:46 p.m.

1 stop7h 34m

Madison Truax Field

Sun 22/2

8:16 p.m.-10:56 a.m.

1 stop13h 40m

C$ 490

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 3/3

6:00 a.m.-2:19 p.m.

1 stop9h 19m

Madison Truax Field

Tue 10/3

8:24 p.m.-12:33 p.m.

1 stop15h 09m

C$ 679

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 8/1

6:45 p.m.-2:10 p.m.

1 stop20h 25m

Madison Truax Field

Mon 12/1

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

1 stop7h 23m

C$ 688

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 3/3

9:30 a.m.-6:58 p.m.

2 stops10h 28m

Madison Truax Field

Tue 10/3

8:15 a.m.-2:01 p.m.

1 stop4h 46m

C$ 737

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 20/2

6:05 a.m.-5:03 p.m.

2 stops11h 58m

Madison Truax Field

Sun 22/2

7:00 a.m.-4:10 p.m.

1 stop8h 10m

C$ 741

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 5/1

7:40 p.m.-12:03 p.m.

2 stops17h 23m

Madison Truax Field

Tue 6/1

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

1 stop7h 11m

C$ 803

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 20/2

7:35 a.m.-5:41 p.m.

1 stop11h 06m

Madison Truax Field

Sun 22/2

3:02 p.m.-9:11 p.m.

3 stops29h 09m

C$ 872

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 20/1

2:15 p.m.-9:08 a.m.

1 stop19h 53m

C$ 280

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 19/1

3:40 p.m.-9:08 a.m.

2 stops42h 28m

C$ 318

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 19/1

10:59 a.m.-10:40 p.m.

1 stop12h 41m

C$ 434

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/12

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$ 665). 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 18 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$ 693.

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 18 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
9,091 reviews
Check prices

Food

6.6

Boarding

7.7

Entertainment

7.1

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews
Check prices

Food

6.6

Boarding

7.7

Entertainment

7.1

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

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 7h 34m. The time it takes to get you to your destination can typically vary by up to 12h 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$ 203. United Airlines is 72% 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$ 665). 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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Alternative routes for Toronto to Madison

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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 18 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 363AverageC$ 782FlexibilityNo 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?

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.

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