Find flights
When to book
Airlines
FAQs

Cheap flights from Toronto to Madison from C$ 366

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 13/6. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
18 Jun — 25 Jun1
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 19 May 2026.

Sat 6/66:15 a.m.
YYZ
-
MSN
1 stop6h 48m
American Airlines
Sat 13/66:34 a.m.
MSN
-
YYZ
1 stop5h 01m
American Airlines
Deal found 17/5C$ 647
Sat 6/611:00 a.m.
YYZ
-
MSN
1 stop4h 57m
United Airlines
Sat 13/63:56 p.m.
MSN
-
YYZ
1 stop3h 48m
United Airlines
Deal found 17/5C$ 649
Sat 13/62:24 p.m.
YYZ
-
MSN
1 stop7h 38m
Delta
Sat 20/67:00 a.m.
MSN
-
YYZ
1 stop7h 19m
Delta
Deal found 16/5C$ 650
Tue 2/67:00 a.m.
YYZ
-
MSN
1 stop3h 59m
United Airlines
Tue 16/68:05 a.m.
MSN
-
YYZ
1 stop6h 41m
United Airlines
Deal found 14/5C$ 653
Thu 18/66:15 a.m.
YYZ
-
MSN
1 stop6h 48m
American Airlines
Mon 22/67:38 a.m.
MSN
-
YYZ
1 stop14h 27m
American Airlines
Deal found 16/5C$ 662
Fri 19/65:29 p.m.
YYZ
-
MSN
1 stop6h 50m
American Airlines
Mon 22/67:38 a.m.
MSN
-
YYZ
1 stop10h 07m
American Airlines
Deal found 14/5C$ 665
Wed 1/73:13 p.m.
YYZ
-
MSN
1 stop10h 27m
American Airlines
Mon 6/76:43 p.m.
MSN
-
YYZ
1 stop15h 16m
American Airlines
Deal found 15/5C$ 698
Sat 13/63:00 p.m.
YYZ
-
MSN
2 stops9h 05m
United Airlines
Sat 20/66:30 a.m.
MSN
-
YYZ
2 stops11h 32m
United Airlines
Deal found 16/5C$ 705
Fri 11/124:44 p.m.
YYZ
-
MSN
1 stop7h 42m
American Airlines
Mon 14/128:08 p.m.
MSN
-
YYZ
1 stop13h 48m
American Airlines
Deal found 15/5C$ 709
Fri 18/96:20 a.m.
YYZ
-
MSN
1 stop7h 17m
American Airlines
Mon 21/98:18 p.m.
MSN
-
YYZ
1 stop13h 27m
American Airlines
Deal found 17/5C$ 731
Sat 12/126:30 a.m.
YYZ
-
MSN
1 stop4h 45m
Delta
Wed 16/126:15 a.m.
MSN
-
YYZ
1 stop8h 42m
Delta
Deal found 17/5C$ 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 19 May 2026.

Round-trip from

C$ 647

One-way from

C$ 366

Popular in

August

Cheapest in

May

Average price

C$ 478
American Airlines
  • American Airlines
  • 6/6-13/6
  • 2 total stops
  • 11h 49m total
  • Toronto to Madison
Search Deals
Delta
  • Delta
  • 13/6
  • 1 total stop
  • 5h 52m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 416 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease (C$ 135 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 19 May 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 6/6

6:15 a.m.-12:03 p.m.

1 stop6h 48m

Madison Truax Field

Sat 13/6

6:34 a.m.-12:35 p.m.

1 stop5h 01m

C$ 647
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 6/6

11:00 a.m.-2:57 p.m.

1 stop4h 57m

Madison Truax Field

Sat 13/6

3:56 p.m.-8:44 p.m.

1 stop3h 48m

C$ 649

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 13/6

2:24 p.m.-9:02 p.m.

1 stop7h 38m

Madison Truax Field

Sat 20/6

7:00 a.m.-3:19 p.m.

1 stop7h 19m

C$ 650

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 13/6

3:00 p.m.-11:05 p.m.

2 stops9h 05m

Madison Truax Field

Sat 20/6

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

1 stop3h 51m

C$ 650

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 2/6

12:09 p.m.-5:26 p.m.

1 stop6h 17m

Madison Truax Field

Tue 16/6

7:00 a.m.-3:19 p.m.

1 stop7h 19m

C$ 653

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 2/6

12:45 p.m.-9:07 p.m.

2 stops9h 22m

Madison Truax Field

Tue 16/6

8:05 a.m.-3:46 p.m.

1 stop6h 41m

C$ 653

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 1/7

3:13 p.m.-12:40 a.m.

1 stop10h 27m

Madison Truax Field

Mon 6/7

6:43 p.m.-10:59 a.m.

1 stop15h 16m

C$ 698

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 18/9

12:45 p.m.-8:53 p.m.

2 stops9h 08m

Madison Truax Field

Mon 21/9

6:30 a.m.-2:19 p.m.

2 stops6h 49m

C$ 763

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 15/7

8:45 a.m.-11:49 a.m.

1 stop4h 04m

Madison Truax Field

Sun 19/7

8:10 a.m.-3:46 p.m.

1 stop6h 36m

C$ 766
Cheapest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 15/6

2:29 p.m.-9:02 p.m.

1 stop7h 33m

C$ 366

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/5

Showing 1-10 of 18 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$ 478). Flying from Toronto to Madison in August is currently the most expensive (average of C$ 774). 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$ 840.

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 19 May 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
9,733 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,733 reviews
United Airlines
7.4
Good
9,733 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 4h 57m. The time it takes to get you to your destination can typically vary by up to 2h 41m. 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$ 613. United Airlines is 36% 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$ 478). Flying from Toronto to Madison in August is currently the most expensive (average of C$ 774). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 19 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 613AverageC$ 755FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.