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Cheap flights from Toronto to Madison from C$ 324

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 31/8. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
13 Aug — 20 Aug1
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 14 July 2026.

Sat 8/86:14 p.m.
YYZ
-
MSN
1 stop4h 05m
Delta
Mon 17/87:03 a.m.
MSN
-
YYZ
1 stop7h 17m
Delta
Deal found 9/7C$ 591
Sat 22/88:50 a.m.
YYZ
-
MSN
1 stop7h 00m
United Airlines
Sun 23/86:30 a.m.
MSN
-
YYZ
1 stop4h 19m
United Airlines
Deal found 10/7C$ 593
Mon 10/86:15 a.m.
YYZ
-
MSN
1 stop5h 08m
American Airlines
Mon 17/86:00 a.m.
MSN
-
YYZ
1 stop4h 59m
American Airlines
Deal found 13/7C$ 594
Tue 11/86:08 p.m.
YYZ
-
MSN
1 stop6h 21m
American Airlines
Mon 17/86:00 a.m.
MSN
-
YYZ
1 stop4h 59m
American Airlines
Deal found 13/7C$ 597
Tue 11/810:15 a.m.
YYZ
-
MSN
1 stop5h 44m
United Airlines
Mon 17/82:44 p.m.
MSN
-
YYZ
2 stops8h 10m
United Airlines
Deal found 13/7C$ 603
Wed 23/96:00 a.m.
YYZ
-
MSN
1 stop3h 52m
Delta
Sun 27/97:05 a.m.
MSN
-
YYZ
1 stop7h 10m
Delta
Deal found 12/7C$ 640
Tue 25/86:21 p.m.
YYZ
-
MSN
1 stop5h 48m
American Airlines
Tue 1/96:00 a.m.
MSN
-
YYZ
1 stop6h 26m
American Airlines
Deal found 11/7C$ 641
Wed 23/910:15 a.m.
YYZ
-
MSN
1 stop4h 27m
United Airlines
Sun 27/96:49 a.m.
MSN
-
YYZ
1 stop4h 00m
United Airlines
Deal found 13/7C$ 649
Sun 23/88:50 a.m.
YYZ
-
MSN
1 stop5h 52m
United Airlines
Sun 30/86:30 a.m.
MSN
-
YYZ
1 stop4h 19m
United Airlines
Deal found 9/7C$ 652
Sat 8/82:05 p.m.
YYZ
-
MSN
2 stops10h 07m
United Airlines
Mon 17/82:44 p.m.
MSN
-
YYZ
1 stop5h 00m
United Airlines
Deal found 9/7C$ 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 14 July 2026.

Round-trip from

C$ 591

One-way from

C$ 324

Popular in

August

Cheapest in

November

Average price

C$ 1,374
Delta
  • Delta
  • 8/8-17/8
  • 2 total stops
  • 11h 22m total
  • Toronto to Madison
Search Deals
31/8
  • 31/8
  • 2 total stops
  • 45h 17m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 353 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 119 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 14 July 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

Sat 22/8

8:50 a.m.-2:50 p.m.

1 stop7h 00m

Madison Truax Field

Sun 23/8

6:30 a.m.-11:49 a.m.

1 stop4h 19m

C$ 593

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 23/9

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

1 stop3h 52m

Madison Truax Field

Sun 27/9

7:05 a.m.-3:15 p.m.

1 stop7h 10m

C$ 640

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 23/9

10:15 a.m.-1:42 p.m.

1 stop4h 27m

Madison Truax Field

Sun 27/9

6:49 a.m.-11:49 a.m.

1 stop4h 00m

C$ 640

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 23/8

8:50 a.m.-1:42 p.m.

1 stop5h 52m

Madison Truax Field

Sun 30/8

6:30 a.m.-11:49 a.m.

1 stop4h 19m

C$ 652

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 8/8

2:05 p.m.-11:12 p.m.

2 stops10h 07m

Madison Truax Field

Mon 17/8

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

1 stop5h 00m

C$ 676
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 27/8

8:50 a.m.-11:58 a.m.

1 stop4h 08m

Madison Truax Field

Thu 3/9

2:44 p.m.-7:37 p.m.

1 stop3h 53m

C$ 753

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 25/8

9:44 a.m.-5:13 p.m.

2 stops8h 29m

Madison Truax Field

Tue 1/9

5:00 a.m.-11:17 p.m.

1 stop17h 17m

C$ 862

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 12/10

11:00 a.m.-5:13 p.m.

1 stop7h 13m

Madison Truax Field

Mon 19/10

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

1 stop4h 55m

C$ 882
Cheapest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 31/8

1:30 p.m.-9:47 a.m.

2 stops45h 17m

C$ 324

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 31/8

6:10 a.m.-12:47 p.m.

1 stop7h 37m

C$ 337

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/7

Showing 1-10 of 15 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 is the cheapest month to book a flight from Toronto to Madison?

Currently, March is the cheapest month in which you can book a flight from Toronto to Madison (average of C$ 549). Flying from Toronto to Madison in August is currently the most expensive (average of C$ 797). 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’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 93% 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$ 841.

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 14 July 2026.
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
9,988 reviews
Check prices

Food

6.7

Boarding

7.7

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,988 reviews
United Airlines
7.4
Good
9,988 reviews
Check prices

Food

6.7

Boarding

7.7

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 and Delta fly from Toronto to Madison in about 3h 52m. The time it takes to get you to your destination can typically vary by up to 3h 08m. 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$ 631. United Airlines is 45% 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, March is the cheapest month in which you can book a flight from Toronto to Madison (average of C$ 549). Flying from Toronto to Madison in August is currently the most expensive (average of C$ 797). 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

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 14 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 631AverageC$ 777FlexibilityNo 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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