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Cheap flights from Toronto to Madison from C$ 283

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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
16 Sep — 23 Sep1
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 17 August 2026.

Sat 5/96:15 a.m. -
1 stop6h 11m
Sat 12/96:07 p.m. -
1 stop3h 52m
Deal found 13/8C$ 628
Wed 30/96:00 a.m. -
1 stop3h 52m
Wed 7/1010:33 a.m. -
2 stops26h 32m
Deal found 16/8C$ 633
Wed 9/97:30 a.m. -
2 stops8h 29m
Sat 12/912:41 p.m. -
1 stop4h 15m
Deal found 13/8C$ 634
Sat 26/96:00 a.m. -
1 stop3h 52m
Sun 4/106:00 a.m. -
1 stop11h 34m
Deal found 13/8C$ 639
Sat 26/93:00 p.m. -
2 stops8h 35m
Sat 3/105:00 a.m. -
2 stops7h 47m
Deal found 12/8C$ 645
Sat 10/102:35 p.m. -
2 stops9h 00m
Sun 18/106:49 a.m. -
1 stop5h 53m
Deal found 13/8C$ 655
Sat 26/98:50 a.m. -
1 stop5h 47m
Sun 4/104:10 p.m. -
2 stops6h 44m
Deal found 13/8C$ 656
Wed 7/1012:45 p.m. -
2 stops10h 50m
Sun 18/108:10 a.m. -
1 stop4h 32m
Deal found 15/8C$ 658
Mon 28/98:00 p.m. -
1 stop15h 29m
Mon 5/105:00 a.m. -
1 stop3h 54m
Deal found 14/8C$ 676

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 17 August 2026.

Round-trip from

C$ 612

One-way from

C$ 283
WestJet
  • WestJet
  • 4/9-7/9
  • 2 total stops
  • 17h 04m total
  • Toronto to Madison
Search Deals
11/9
  • 11/9
  • 1 total stop
  • 26h 43m total
  • Toronto to Madison
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 17 August 2026.
Use the filters below to find and compare flights from Toronto to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sat 5/9

6:15 a.m.-11:26 a.m.

1 stop6h 11m

Madison Truax Field

Sat 12/9

6:07 p.m.-10:59 p.m.

1 stop3h 52m

C$ 631

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Wed 30/9

6:00 a.m.-8:52 a.m.

1 stop3h 52m

Madison Truax Field

Wed 7/10

10:33 a.m.-2:05 p.m.

2 stops26h 32m

C$ 633
Quickest round-trip

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Wed 9/9

5:15 p.m.-8:53 p.m.

1 stop4h 38m

Madison Truax Field

Sat 12/9

5:00 a.m.-9:54 a.m.

1 stop3h 54m

C$ 634

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Wed 27/1

3:00 p.m.-7:02 p.m.

1 stop5h 02m

Madison Truax Field

Sat 30/1

8:00 a.m.-1:43 p.m.

1 stop4h 43m

C$ 637

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sat 26/9

3:00 p.m.-10:35 p.m.

2 stops8h 35m

Madison Truax Field

Sat 3/10

5:00 a.m.-1:47 p.m.

2 stops7h 47m

C$ 645

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sat 10/10

2:35 p.m.-10:35 p.m.

2 stops9h 00m

Madison Truax Field

Sun 18/10

6:49 a.m.-1:42 p.m.

1 stop5h 53m

C$ 655
Cheapest one-way

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 12/10

9:50 a.m.-9:50 a.m.

1 stop25h 00m

C$ 297

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 26/10

6:10 p.m.-8:47 a.m.

1 stop15h 37m

C$ 343

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sat 10/10

1:00 p.m.-10:35 p.m.

1 stop10h 35m

C$ 358

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Fri 11/9

2:30 p.m.-8:53 p.m.

2 stops7h 23m

C$ 379

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/8

Showing 1-10 of 15 resultsSorted by cheapest first
1
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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’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 95% 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$ 747.

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.

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 WestJet and United Airlines fly from Toronto to Madison in about 4h 38m. The time it takes to get you to your destination can typically vary by up to 1h 33m. 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$ 619.

  • 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

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.

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 17 August 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 619AverageC$ 736FlexibilityNo 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.

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