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Cheap flights from Toronto to Madison from C$ 356

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 30/3. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
20 Mar — 27 Mar1
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 February 2026.

Fri 24/46:15 a.m.
YYZ
-
MSN
1 stop11h 51m
American Airlines
Tue 28/46:00 a.m.
MSN
-
YYZ
1 stop7h 33m
American Airlines
Deal found 17/2C$ 520
Mon 23/31:10 p.m.
YYZ
-
MSN
1 stop8h 39m
American Airlines
Mon 30/38:24 p.m.
MSN
-
YYZ
1 stop13h 32m
American Airlines
Deal found 14/2C$ 535
Sat 7/36:08 p.m.
YYZ
-
MSN
1 stop3h 44m
Delta
Fri 13/37:45 a.m.
MSN
-
YYZ
1 stop4h 51m
Delta
Deal found 14/2C$ 629
Sat 7/33:30 p.m.
YYZ
-
MSN
1 stop4h 14m
United Airlines
Fri 13/32:50 p.m.
MSN
-
YYZ
1 stop5h 28m
United Airlines
Deal found 15/2C$ 630
Thu 2/47:00 a.m.
YYZ
-
MSN
1 stop4h 07m
United Airlines
Thu 9/48:30 a.m.
MSN
-
YYZ
2 stops12h 53m
United Airlines
Deal found 16/2C$ 640
Thu 19/37:30 a.m.
YYZ
-
MSN
2 stops8h 28m
United Airlines
Thu 26/36:30 a.m.
MSN
-
YYZ
1 stop6h 31m
United Airlines
Deal found 17/2C$ 666
Mon 23/32:45 p.m.
YYZ
-
MSN
2 stops8h 47m
United Airlines
Mon 30/310:05 a.m.
MSN
-
YYZ
2 stops7h 57m
United Airlines
Deal found 14/2C$ 701
Thu 26/27:45 a.m.
YYZ
-
MSN
1 stop5h 58m
Delta
Mon 2/35:06 p.m.
MSN
-
YYZ
1 stop5h 51m
Delta
Deal found 15/2C$ 714
Thu 26/26:45 a.m.
YYZ
-
MSN
1 stop4h 29m
United Airlines
Mon 2/33:53 p.m.
MSN
-
YYZ
1 stop4h 28m
United Airlines
Deal found 16/2C$ 723
Sat 7/36:08 p.m.
YYZ
-
MSN
1 stop3h 44m
WestJet
Fri 13/36:00 a.m.
MSN
-
YYZ
1 stop8h 59m
WestJet
Deal found 14/2C$ 753
Wed 1/76:08 p.m.
YYZ
-
MSN
1 stop15h 38m
WestJet
Mon 6/76:15 a.m.
MSN
-
YYZ
1 stop15h 43m
WestJet
Deal found 16/2C$ 763

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 February 2026.

Round-trip from

C$ 520

One-way from

C$ 356

Popular in

December

Cheapest in

May

Average price

C$ 710
American Airlines
  • American Airlines
  • 24/4-28/4
  • 2 total stops
  • 19h 24m total
  • Toronto to Madison
Search Deals
Delta
  • Delta
  • 30/3
  • 1 total stop
  • 5h 21m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 75 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 18 February 2026.
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 24/4

6:15 a.m.-5:06 p.m.

1 stop11h 51m

Madison Truax Field

Tue 28/4

6:00 a.m.-2:33 p.m.

1 stop7h 33m

C$ 520

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 23/3

1:10 p.m.-8:49 p.m.

1 stop8h 39m

Madison Truax Field

Mon 30/3

8:24 p.m.-10:56 a.m.

1 stop13h 32m

C$ 535

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 23/3

12:45 p.m.-10:32 p.m.

2 stops10h 47m

Madison Truax Field

Mon 30/3

10:05 a.m.-5:56 p.m.

1 stop6h 51m

C$ 629

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 7/3

6:08 p.m.-8:52 p.m.

1 stop3h 44m

Madison Truax Field

Fri 13/3

7:45 a.m.-1:36 p.m.

1 stop4h 51m

C$ 629

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 7/3

3:30 p.m.-6:44 p.m.

1 stop4h 14m

Madison Truax Field

Fri 13/3

2:50 p.m.-9:18 p.m.

1 stop5h 28m

C$ 630

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 3/4

5:10 p.m.-10:58 p.m.

1 stop6h 48m

Madison Truax Field

Fri 10/4

6:04 p.m.-11:06 p.m.

1 stop4h 02m

C$ 640

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/4

7:00 a.m.-10:07 a.m.

1 stop4h 07m

Madison Truax Field

Thu 9/4

8:30 a.m.-10:23 p.m.

2 stops12h 53m

C$ 640

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 4/3

7:50 a.m.-2:11 p.m.

1 stop7h 21m

Madison Truax Field

Thu 5/3

5:06 p.m.-11:57 p.m.

1 stop5h 51m

C$ 640

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 10/3

7:30 a.m.-2:58 p.m.

2 stops8h 28m

Madison Truax Field

Sun 15/3

7:25 p.m.-11:52 p.m.

1 stop3h 27m

C$ 640

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 12/3

6:30 a.m.-10:05 a.m.

1 stop4h 35m

Madison Truax Field

Sun 15/3

7:00 a.m.-11:23 a.m.

1 stop3h 23m

C$ 640

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/2

Showing 1-10 of 20 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 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$ 202). Flying from Toronto to Madison in December is currently the most expensive (average of C$ 749). 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.

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.

Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 700.

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 February 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
9,314 reviews
Check prices

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

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
9,314 reviews
United Airlines
7.4
Good
9,314 reviews
Check prices

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

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 American Airlines, United Airlines, and Delta fly from Toronto to Madison in about 3h 44m. The time it takes to get you to your destination can typically vary by up to 8h 07m. 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$ 201. United Airlines is 76% 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$ 202). Flying from Toronto to Madison in December is currently the most expensive (average of C$ 749). 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 18 February 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 201AverageC$ 858FlexibilityNo 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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