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Cheap flights from Toronto to Madison from C$ 397

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 24/12. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
27 Aug — 3 Sep1
1 adult

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 22 August 2025.

Round-trip from

C$ 571

One-way from

C$ 397

Popular in

July

Cheapest in

January

Average price

C$ 744
American Airlines
  • American Airlines
  • 4/10-11/10
  • 2 total stops
  • 24h 55m total
  • Toronto to Madison
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United Airlines
  • United Airlines
  • 24/12
  • 2 total stops
  • 15h 30m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 25% potential increase in price (C$ 335 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease (C$ 80 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Toronto to Madison

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 22 August 2025.

Sat 4/101:15 p.m.YYZ - MSN
1 stop9h 45mAmerican Airlines
Sat 11/108:25 p.m.MSN - YYZ
1 stop15h 10mAmerican Airlines
Deal found 20/8C$ 571
Wed 24/96:03 a.m.YYZ - MSN
2 stops12h 02mDelta
Sat 27/94:54 p.m.MSN - YYZ
1 stop5h 02mDelta
Deal found 21/8C$ 692
Tue 9/911:44 a.m.YYZ - MSN
1 stop7h 27mAmerican Airlines
Tue 16/95:00 a.m.MSN - YYZ
1 stop11h 43mAmerican Airlines
Deal found 20/8C$ 736
Wed 24/911:00 a.m.YYZ - MSN
1 stop6h 44mUnited Airlines
Sat 27/93:48 p.m.MSN - YYZ
1 stop3h 56mUnited Airlines
Deal found 21/8C$ 738
Fri 26/99:00 a.m.YYZ - MSN
1 stop3h 45mUnited Airlines
Sun 5/108:15 a.m.MSN - YYZ
1 stop4h 27mUnited Airlines
Deal found 21/8C$ 758
Sat 4/103:00 p.m.YYZ - MSN
2 stops8h 28mUnited Airlines
Sat 11/106:30 a.m.MSN - YYZ
2 stops11h 35mUnited Airlines
Deal found 20/8C$ 760
Fri 5/96:04 a.m.YYZ - MSN
2 stops12h 00mDelta
Sun 14/95:40 a.m.MSN - YYZ
1 stop5h 27mDelta
Deal found 21/8C$ 818
Tue 9/97:25 a.m.YYZ - MSN
2 stops8h 37mUnited Airlines
Tue 16/93:58 p.m.MSN - YYZ
1 stop7h 00mUnited Airlines
Deal found 20/8C$ 847
Fri 5/95:15 p.m.YYZ - MSN
1 stop6h 08mUnited Airlines
Sun 14/92:31 p.m.MSN - YYZ
1 stop5h 13mUnited Airlines
Deal found 21/8C$ 874
Wed 27/812:45 p.m.YYZ - MSN
2 stops10h 38mUnited Airlines
Thu 28/86:30 a.m.MSN - YYZ
1 stop4h 19mUnited Airlines
Deal found 19/8C$ 1,044

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 22 August 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

Sat 4/10

1:15 p.m.-10:00 p.m.

1 stop9h 45m

Madison Truax Field

Sat 11/10

8:25 p.m.-12:35 p.m.

1 stop15h 10m

C$ 571

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/9

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

2 stops12h 02m

Madison Truax Field

Sat 27/9

4:54 p.m.-10:56 p.m.

1 stop5h 02m

C$ 692

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 9/9

11:44 a.m.-6:11 p.m.

1 stop7h 27m

Madison Truax Field

Tue 16/9

5:00 a.m.-5:43 p.m.

1 stop11h 43m

C$ 736

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/9

11:00 a.m.-4:44 p.m.

1 stop6h 44m

Madison Truax Field

Sat 27/9

3:48 p.m.-8:44 p.m.

1 stop3h 56m

C$ 738

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 26/9

1:00 p.m.-8:41 p.m.

1 stop8h 41m

Madison Truax Field

Sun 5/10

6:30 a.m.-2:19 p.m.

2 stops6h 49m

C$ 758

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 4/10

3:00 p.m.-10:28 p.m.

2 stops8h 28m

Madison Truax Field

Sat 11/10

6:30 a.m.-7:05 p.m.

2 stops11h 35m

C$ 760

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 5/9

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

2 stops12h 00m

Madison Truax Field

Sun 14/9

5:40 a.m.-12:07 p.m.

1 stop5h 27m

C$ 818

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 9/9

7:25 a.m.-3:02 p.m.

2 stops8h 37m

Madison Truax Field

Tue 16/9

3:58 p.m.-11:58 p.m.

1 stop7h 00m

C$ 847

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/12

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

2 stops15h 30m

C$ 397

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/12

6:00 a.m.-9:23 a.m.

1 stop4h 23m

C$ 397

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/8

Showing 1-10 of 18 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 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 22 August 2025.

It’s typically best to fly out from Toronto to Madison at noon. Doing so could potentially save you 16% on the flight price compared to flying in the morning, which is usually more expensive.

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

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 96% 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.

Newark (EWR) is the most affordable 1-stop option, with an average round-trip price of C$ 551.

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 Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 4h 49m.

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 Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 31m.

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 22 August 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
8,930 reviews
Check prices

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,930 reviews
United Airlines
7.4
Good
8,930 reviews
Check prices

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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. 2 airlines 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, Delta, and United Airlines fly from Toronto to Madison in about 6h 44m. The time it takes to get you to your destination can typically vary by up to 5h 18m. The distance from Toronto to Madison is about 785 km. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Toronto to Madison round-trip?

    Cheapflights users have booked flights from Toronto to Madison round-trip from C$ 368. Another airline that can offer you cheap pricing is Delta. United Airlines is 48% 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.

See more FAQs

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Alternative routes for Toronto to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Toronto to Madison

Discover the top 2 airlines 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 22 August 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 368AverageC$ 741FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 380AverageC$ 468FlexibilityNo cancel feeOn-timeN/A
Search Delta 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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