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Cheap flights from Toronto to Madison from C$ 375

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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
27 Feb — 6 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 28 January 2026.

Fri 20/21:10 p.m.
YYZ
-
MSN
1 stop7h 25m
American Airlines
Sun 22/28:24 p.m.
MSN
-
YYZ
1 stop13h 34m
American Airlines
Deal found 26/1C$ 521
Sat 14/26:17 p.m.
YYZ
-
MSN
1 stop16h 00m
American Airlines
Sun 22/28:24 p.m.
MSN
-
YYZ
1 stop13h 34m
American Airlines
Deal found 27/1C$ 582
Thu 12/21:10 p.m.
YYZ
-
MSN
1 stop8h 46m
American Airlines
Sun 15/28:24 p.m.
MSN
-
YYZ
1 stop15h 06m
American Airlines
Deal found 26/1C$ 593
Tue 17/27:15 a.m.
YYZ
-
MSN
2 stops26h 53m
Multiple Airlines
Wed 25/26:36 p.m.
MSN
-
YYZ
1 stop28h 38m
Multiple Airlines
Deal found 27/1C$ 616
Tue 17/212:05 p.m.
YYZ
-
MSN
1 stop10h 02m
United Airlines
Tue 24/22:48 p.m.
MSN
-
YYZ
1 stop7h 31m
United Airlines
Deal found 27/1C$ 662
Sat 21/26:45 a.m.
YYZ
-
MSN
1 stop9h 12m
United Airlines
Tue 24/26:30 a.m.
MSN
-
YYZ
1 stop9h 09m
United Airlines
Deal found 27/1C$ 663
Fri 13/25:15 p.m.
YYZ
-
MSN
1 stop6h 33m
Delta
Thu 19/23:30 p.m.
MSN
-
YYZ
1 stop6h 21m
Delta
Deal found 25/1C$ 668
Thu 12/26:30 a.m.
YYZ
-
MSN
1 stop4h 49m
Delta
Sun 15/28:00 a.m.
MSN
-
YYZ
1 stop7h 14m
Delta
Deal found 27/1C$ 678
Fri 20/212:45 p.m.
YYZ
-
MSN
2 stops7h 13m
United Airlines
Sun 22/22:48 p.m.
MSN
-
YYZ
1 stop5h 33m
United Airlines
Deal found 26/1C$ 679
Sat 14/22:15 p.m.
YYZ
-
MSN
2 stops7h 52m
United Airlines
Sun 22/26:30 a.m.
MSN
-
YYZ
2 stops6h 44m
United Airlines
Deal found 27/1C$ 752
Sat 21/210:51 a.m.
YYZ
-
MSN
1 stop6h 53m
Air Canada
Tue 24/212:57 p.m.
MSN
-
YYZ
2 stops9h 23m
Air Canada
Deal found 27/1C$ 753
Fri 13/33:30 p.m.
YYZ
-
MSN
1 stop6h 25m
United Airlines
Fri 20/36:30 a.m.
MSN
-
YYZ
1 stop12h 15m
United Airlines
Deal found 27/1C$ 771

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 28 January 2026.

Round-trip from

C$ 521

One-way from

C$ 375

Popular in

December

Cheapest in

May

Average price

C$ 683
American Airlines
  • American Airlines
  • 20/2-22/2
  • 2 total stops
  • 20h 59m total
  • Toronto to Madison
Search Deals
Delta
  • Delta
  • 12/3
  • 1 total stop
  • 7h 38m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 102 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 77 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 28 January 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 20/2

1:10 p.m.-7:35 p.m.

1 stop7h 25m

Madison Truax Field

Sun 22/2

8:24 p.m.-10:58 a.m.

1 stop13h 34m

C$ 521

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 12/2

1:10 p.m.-8:56 p.m.

1 stop8h 46m

Madison Truax Field

Sun 15/2

8:24 p.m.-12:30 p.m.

1 stop15h 06m

C$ 593

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 17/2

8:15 a.m.-6:58 p.m.

1 stop11h 43m

Madison Truax Field

Sun 22/2

8:15 a.m.-11:19 p.m.

1 stop14h 04m

C$ 662

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 13/2

5:15 p.m.-10:48 p.m.

1 stop6h 33m

Madison Truax Field

Thu 19/2

3:30 p.m.-10:51 p.m.

1 stop6h 21m

C$ 668

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 16/2

8:45 a.m.-2:07 p.m.

1 stop6h 22m

Madison Truax Field

Mon 23/2

3:53 p.m.-9:21 p.m.

1 stop4h 28m

C$ 678

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 13/2

5:15 p.m.-10:48 p.m.

1 stop6h 33m

Madison Truax Field

Fri 20/2

7:00 a.m.-11:18 a.m.

1 stop3h 18m

C$ 678

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 13/2

5:15 p.m.-10:48 p.m.

1 stop6h 33m

Madison Truax Field

Mon 23/2

6:15 p.m.-10:40 p.m.

1 stop3h 25m

C$ 678

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 11/2

10:59 a.m.-3:27 p.m.

1 stop5h 28m

Madison Truax Field

Sun 22/2

6:01 a.m.-11:51 a.m.

1 stop4h 50m

C$ 678

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 14/2

5:30 p.m.-9:07 p.m.

1 stop4h 37m

Madison Truax Field

Sat 21/2

6:05 a.m.-1:43 p.m.

1 stop6h 38m

C$ 678

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 15/2

6:10 a.m.-9:02 a.m.

1 stop3h 52m

Madison Truax Field

Tue 24/2

5:50 p.m.-10:40 p.m.

1 stop3h 50m

C$ 678

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/1

Showing 1-10 of 16 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$ 750). 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 97% 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$ 696.

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 28 January 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
9,209 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

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
9,209 reviews
United Airlines
7.4
Good
9,209 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

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 6h 33m. The time it takes to get you to your destination can typically vary by up to 5h 10m. 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 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$ 750). 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

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Alternative routes for Toronto to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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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 28 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 202AverageC$ 859FlexibilityNo 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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