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Cheap flights from Toronto to Madison from C$ 335

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 25/2. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
11 feb. — 18 feb.1
1 adult
1 adult, Economy, 0 bags

Cheap 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 12 enero 2026.

Round-trip from

C$ 491

One-way from

C$ 335

Popular in

December

Cheapest in

February

Average price

C$ 694
American Airlines
  • American Airlines
  • 12/2-20/2
  • 2 total stops
  • 29h 29m total
  • Toronto to Madison
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Delta
  • Delta
  • 25/2
  • 1 total stop
  • 9h 58m total
  • Toronto to Madison
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Highest demand for flights based on searches. 10% potential increase in price (C$ 134 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease (C$ 82 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 12 enero 2026.

jue. 12/26:17 p.m.
YYZ
-
MSN
1 stop15h 54m
American Airlines
vie. 20/28:24 p.m.
MSN
-
YYZ
1 stop13h 35m
American Airlines
Deal found 10/1C$ 491
jue. 23/41:15 p.m.
YYZ
-
MSN
1 stop11h 22m
American Airlines
lun. 27/48:25 p.m.
MSN
-
YYZ
1 stop13h 34m
American Airlines
Deal found 10/1C$ 557
dom. 1/27:04 p.m.
YYZ
-
MSN
1 stop18h 42m
American Airlines
sáb. 7/25:07 p.m.
MSN
-
YYZ
1 stop16h 46m
American Airlines
Deal found 11/1C$ 645
sáb. 14/26:45 a.m.
YYZ
-
MSN
1 stop6h 08m
United Airlines
mié. 18/23:53 p.m.
MSN
-
YYZ
1 stop4h 28m
United Airlines
Deal found 12/1C$ 648
jue. 29/19:00 a.m.
YYZ
-
MSN
1 stop6h 52m
United Airlines
dom. 1/26:30 a.m.
MSN
-
YYZ
1 stop8h 32m
United Airlines
Deal found 12/1C$ 650
dom. 1/27:30 a.m.
YYZ
-
MSN
2 stops8h 22m
Air Canada
sáb. 7/212:32 p.m.
MSN
-
YYZ
1 stop9h 47m
Air Canada
Deal found 11/1C$ 684
vie. 23/17:04 p.m.
YYZ
-
MSN
1 stop16h 51m
American Airlines
dom. 25/17:30 a.m.
MSN
-
YYZ
1 stop9h 50m
American Airlines
Deal found 11/1C$ 705
jue. 12/27:30 a.m.
YYZ
-
MSN
2 stops8h 27m
United Airlines
vie. 20/23:53 p.m.
MSN
-
YYZ
2 stops6h 53m
United Airlines
Deal found 10/1C$ 709
jue. 29/16:45 a.m.
YYZ
-
MSN
2 stops9h 07m
Air Canada
dom. 1/212:32 p.m.
MSN
-
YYZ
1 stop6h 13m
Air Canada
Deal found 11/1C$ 722
vie. 23/17:30 a.m.
YYZ
-
MSN
2 stops8h 22m
United Airlines
dom. 25/12:56 p.m.
MSN
-
YYZ
2 stops7h 50m
United Airlines
Deal found 11/1C$ 732

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 12 enero 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

dom. 1/2

7:04 p.m.-12:46 p.m.

1 stop18h 42m

Madison Truax Field

sáb. 7/2

5:07 p.m.-10:53 a.m.

1 stop16h 46m

C$ 645

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

vie. 13/2

2:15 p.m.-9:07 p.m.

1 stop7h 52m

Madison Truax Field

dom. 15/2

6:30 a.m.-9:21 p.m.

1 stop13h 51m

C$ 645

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

sáb. 14/2

6:45 a.m.-11:53 a.m.

1 stop6h 08m

Madison Truax Field

jue. 19/2

12:57 p.m.-11:20 p.m.

2 stops9h 23m

C$ 648

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

sáb. 14/2

6:45 a.m.-11:53 a.m.

1 stop6h 08m

Madison Truax Field

mié. 18/2

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

1 stop4h 28m

C$ 648

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

vie. 13/2

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

1 stop6h 22m

Madison Truax Field

mié. 18/2

8:15 a.m.-11:46 p.m.

2 stops14h 31m

C$ 648

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

jue. 12/2

10:51 a.m.-2:07 p.m.

1 stop4h 16m

Madison Truax Field

vie. 20/2

3:53 p.m.-11:46 p.m.

2 stops6h 53m

C$ 648

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

jue. 29/1

3:30 p.m.-9:05 p.m.

1 stop6h 35m

Madison Truax Field

dom. 1/2

3:48 p.m.-9:21 p.m.

1 stop4h 33m

C$ 648

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

mié. 25/2

10:15 a.m.-7:13 p.m.

1 stop9h 58m

C$ 335

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

vie. 6/2

8:20 p.m.-5:56 p.m.

1 stop22h 36m

C$ 337

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

jue. 2/7

10:15 a.m.-4:50 p.m.

1 stop7h 35m

C$ 365

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 16 results
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$ 205). Flying from Toronto to Madison in December is currently the most expensive (average of C$ 762). 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$ 706.

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 12 enero 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
9,143 reviews
Check prices

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,143 reviews
United Airlines
7.4
Good
9,143 reviews
Check prices

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 and United Airlines fly from Toronto to Madison in about 7h 52m. The time it takes to get you to your destination can typically vary by up to 10h 50m. 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$ 205. United Airlines is 75% 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$ 205). Flying from Toronto to Madison in December is currently the most expensive (average of C$ 762). 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 12 enero 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 368AverageC$ 788FlexibilityNo 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?

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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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