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Cheap flights from Toronto to Madison from C$ 383

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 25/4. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
14 Apr — 21 Apr1
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 15 March 2026.

Wed 22/49:00 p.m.
YYZ
-
MSN
1 stop12h 56m
United Airlines
Fri 24/43:53 p.m.
MSN
-
YYZ
1 stop3h 51m
United Airlines
Deal found 13/3C$ 685
Thu 9/47:00 a.m.
YYZ
-
MSN
1 stop4h 11m
United Airlines
Mon 13/48:30 a.m.
MSN
-
YYZ
1 stop10h 07m
United Airlines
Deal found 12/3C$ 686
Wed 8/411:00 a.m.
YYZ
-
MSN
1 stop3h 51m
United Airlines
Wed 15/45:00 a.m.
MSN
-
YYZ
1 stop3h 54m
United Airlines
Deal found 10/3C$ 687
Wed 1/47:00 a.m.
YYZ
-
MSN
1 stop5h 38m
United Airlines
Wed 1/42:44 p.m.
MSN
-
YYZ
1 stop3h 53m
United Airlines
Deal found 13/3C$ 694
Mon 30/35:15 p.m.
YYZ
-
MSN
1 stop6h 08m
United Airlines
Sat 4/45:00 a.m.
MSN
-
YYZ
1 stop3h 54m
United Airlines
Deal found 13/3C$ 701
Sun 29/36:30 a.m.
YYZ
-
MSN
1 stop4h 35m
Delta
Sat 4/46:28 p.m.
MSN
-
YYZ
1 stop3h 11m
Delta
Deal found 13/3C$ 704
Fri 20/38:20 p.m.
YYZ
-
MSN
1 stop22h 36m
Multiple Airlines
Wed 25/36:36 p.m.
MSN
-
YYZ
1 stop18h 44m
Multiple Airlines
Deal found 13/3C$ 760
Thu 16/76:30 a.m.
YYZ
-
MSN
1 stop5h 43m
WestJet
Sat 18/76:15 a.m.
MSN
-
YYZ
1 stop4h 18m
WestJet
Deal found 11/3C$ 766
Sat 21/33:30 p.m.
YYZ
-
MSN
1 stop4h 14m
United Airlines
Thu 26/36:05 a.m.
MSN
-
YYZ
1 stop6h 38m
United Airlines
Deal found 13/3C$ 767

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 15 March 2026.

Round-trip from

C$ 685

One-way from

C$ 383

Popular in

August

Cheapest in

March

Average price

C$ 386
United Airlines
  • United Airlines
  • 22/4-24/4
  • 2 total stops
  • 16h 47m total
  • Toronto to Madison
Search Deals
United Airlines
  • United Airlines
  • 25/4
  • 1 total stop
  • 4h 11m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 30% potential increase in price (C$ 523 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease (C$ 121 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 15 March 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

Thu 16/7

5:15 p.m.-10:59 p.m.

1 stop6h 44m

Madison Truax Field

Sat 18/7

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

1 stop3h 54m

C$ 685

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 9/4

7:00 a.m.-10:11 a.m.

1 stop4h 11m

Madison Truax Field

Mon 13/4

8:30 a.m.-7:37 p.m.

1 stop10h 07m

C$ 686
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 9/4

6:20 a.m.-8:51 a.m.

1 stop3h 31m

Madison Truax Field

Mon 13/4

6:22 p.m.-10:56 p.m.

1 stop3h 34m

C$ 687

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 25/4

6:00 a.m.-1:27 p.m.

1 stop8h 27m

Madison Truax Field

Sat 2/5

7:00 a.m.-3:20 p.m.

1 stop7h 20m

C$ 687

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/4

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

1 stop4h 35m

Madison Truax Field

Tue 7/4

2:45 p.m.-11:06 p.m.

1 stop7h 21m

C$ 687

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 8/4

11:00 a.m.-1:51 p.m.

1 stop3h 51m

Madison Truax Field

Wed 15/4

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

1 stop3h 54m

C$ 687

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 12/4

2:45 p.m.-11:49 p.m.

1 stop10h 04m

Madison Truax Field

Sun 19/4

8:30 a.m.-5:56 p.m.

1 stop8h 26m

C$ 700

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 30/3

5:15 p.m.-9:16 p.m.

1 stop5h 01m

Madison Truax Field

Fri 3/4

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

1 stop3h 53m

C$ 701

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/4

2:45 p.m.-11:49 p.m.

1 stop10h 04m

Madison Truax Field

Tue 7/4

3:53 p.m.-8:44 p.m.

1 stop3h 51m

C$ 701
Cheapest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 25/4

10:45 a.m.-9:21 p.m.

2 stops11h 36m

C$ 383

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/3

Showing 1-10 of 17 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, May is the cheapest month in which you can book a flight from Toronto to Madison (average of C$ 203). Flying from Toronto to Madison in December is currently the most expensive (average of C$ 753). 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 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$ 776.

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 15 March 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
9,427 reviews
Check prices

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Boarding

7.7

Entertainment

7.1

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
9,427 reviews
United Airlines
7.4
Good
9,427 reviews
Check prices

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Boarding

7.7

Entertainment

7.1

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 31m. The time it takes to get you to your destination can typically vary by up to 3h 13m. 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$ 202. United Airlines is 77% 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$ 203). Flying from Toronto to Madison in December is currently the most expensive (average of C$ 753). 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 15 March 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 202AverageC$ 779FlexibilityNo 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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