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Cheap flights from Toronto to Madison from C$ 281

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
3 Sep — 10 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 4 August 2026.

Sat 5/911:39 a.m. -
1 stop11h 39m
Sun 20/98:05 p.m. -
1 stop13h 54m
Deal found 30/7C$ 630
Tue 18/811:00 a.m. -
1 stop3h 41m
Tue 18/83:55 p.m. -
1 stop7h 04m
Deal found 2/8C$ 632
Wed 2/97:30 a.m. -
2 stops8h 29m
Tue 8/92:47 p.m. -
1 stop4h 57m
Deal found 4/8C$ 637
Wed 23/98:50 a.m. -
1 stop5h 52m
Sat 26/92:49 p.m. -
1 stop4h 55m
Deal found 2/8C$ 639
Thu 17/93:13 p.m. -
1 stop10h 04m
Thu 24/912:56 p.m. -
1 stop9h 30m
Deal found 3/8C$ 642
Wed 9/97:15 p.m. -
1 stop3h 55m
Sat 12/97:00 a.m. -
1 stop6h 39m
Deal found 30/7C$ 646
Wed 9/97:30 a.m. -
2 stops8h 29m
Sat 12/95:00 a.m. -
1 stop3h 54m
Deal found 30/7C$ 647
Sun 20/96:00 a.m. -
1 stop3h 52m
Wed 23/910:33 a.m. -
2 stops26h 32m
Deal found 1/8C$ 656
Tue 18/89:45 a.m. -
1 stop4h 02m
Thu 20/87:00 a.m. -
1 stop7h 20m
Deal found 2/8C$ 660
Sun 20/97:00 a.m. -
1 stop3h 40m
Wed 23/92:47 p.m. -
1 stop4h 57m
Deal found 30/7C$ 663
Sat 5/99:44 a.m. -
2 stops10h 12m
Sun 20/95:00 a.m. -
1 stop3h 54m
Deal found 30/7C$ 668
Fri 21/87:24 p.m. -
1 stop17h 02m
Sun 23/86:05 a.m. -
1 stop4h 30m
Deal found 2/8C$ 671

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 4 August 2026.

Round-trip from

C$ 630

One-way from

C$ 281
American Airlines
  • American Airlines
  • 5/9-20/9
  • 2 total stops
  • 25h 33m total
  • Toronto to Madison
Search Deals
12/10
  • 12/10
  • 2 total stops
  • 21h 00m 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 4 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 - MSN

YYZMSN

Toronto Pearson Intl

Wed 2/9

10:15 a.m.-2:59 p.m.

1 stop5h 44m

Madison Truax Field

Tue 8/9

2:47 p.m.-11:59 p.m.

1 stop8h 12m

C$ 637

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 23/9

7:30 a.m.-2:59 p.m.

2 stops8h 29m

Madison Truax Field

Sat 26/9

2:49 p.m.-8:44 p.m.

1 stop4h 55m

C$ 639

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 23/12

7:26 p.m.-11:19 p.m.

1 stop4h 53m

Madison Truax Field

Sat 2/1

6:00 a.m.-2:03 p.m.

1 stop7h 03m

C$ 639

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 16/9

10:15 a.m.-2:59 p.m.

1 stop5h 44m

Madison Truax Field

Wed 23/9

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

2 stops6h 49m

C$ 639
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 5/9

5:24 p.m.-8:53 p.m.

1 stop4h 29m

Madison Truax Field

Sat 19/9

8:05 a.m.-1:42 p.m.

1 stop4h 37m

C$ 639

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 5/12

3:00 p.m.-5:51 p.m.

1 stop3h 51m

Madison Truax Field

Wed 9/12

8:20 a.m.-7:19 p.m.

2 stops9h 59m

C$ 639
Cheapest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 11/9

1:30 p.m.-9:53 a.m.

2 stops21h 23m

C$ 281

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 13/10

11:00 a.m.-10:35 p.m.

1 stop12h 35m

C$ 361
Quickest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 5/9

4:10 p.m.-9:19 p.m.

1 stop6h 09m

C$ 361

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 17/10

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

2 stops9h 00m

C$ 361

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 14 resultsSorted by cheapest first
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’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$ 756.

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 United Airlines fly from Toronto to Madison in about 5h 44m. The time it takes to get you to your destination can typically vary by up to . The distance from Toronto to Madison is about 785 km.

  • 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$ 577.

  • 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

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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 4 August 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 577AverageC$ 771FlexibilityNo 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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