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Cheap flights from Toronto to Madison from C$ 267

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 31/10. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
17 Oct — 24 Oct1
1 adult
1 adult, Economy

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 17 September 2025.

Round-trip from

C$ 462

One-way from

C$ 267

Popular in

July

Cheapest in

January

Average price

C$ 908
26/10-1/11
  • 26/10-1/11
  • 2 total stops
  • 48h 57m total
  • Toronto to Madison
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31/10
  • 31/10
  • 1 total stop
  • 29h 38m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 31% potential increase in price (C$ 493 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease (C$ 71 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Toronto to Madison

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 17 September 2025.

Wed 12/117:35 a.m.YYZ - MSN
1 stop28h 36mMultiple Airlines
Sun 16/112:35 p.m.MSN - YYZ
1 stop23h 19mMultiple Airlines
Deal found 16/9C$ 444
Sun 26/107:35 a.m.YYZ - MSN
1 stop28h 45mMultiple Airlines
Sat 1/116:08 p.m.MSN - YYZ
1 stop20h 12mMultiple Airlines
Deal found 16/9C$ 462
Sat 25/1010:20 p.m.YYZ - MSN
2 stops40h 08mMultiple Airlines
Sat 1/116:08 p.m.MSN - YYZ
1 stop20h 12mMultiple Airlines
Deal found 16/9C$ 603
Fri 31/102:20 p.m.YYZ - MSN
1 stop19h 48mMultiple Airlines
Sun 2/118:00 p.m.MSN - YYZ
2 stops24h 07mMultiple Airlines
Deal found 16/9C$ 637
Sat 1/116:30 a.m.YYZ - MSN
1 stop8h 14mAmerican Airlines
Fri 7/118:12 p.m.MSN - YYZ
1 stop13h 34mAmerican Airlines
Deal found 16/9C$ 640
Sat 1/117:10 a.m.YYZ - MSN
1 stop11h 18mMultiple Airlines
Fri 7/118:00 p.m.MSN - YYZ
2 stops23h 57mMultiple Airlines
Deal found 16/9C$ 651
Wed 1/109:50 a.m.YYZ - MSN
1 stop8h 38mMultiple Airlines
Fri 3/107:59 p.m.MSN - YYZ
2 stops26h 42mMultiple Airlines
Deal found 15/9C$ 715
Sun 26/106:15 a.m.YYZ - MSN
1 stop5h 17mDelta
Wed 5/115:52 p.m.MSN - YYZ
1 stop4h 26mDelta
Deal found 16/9C$ 744
Sun 26/109:00 a.m.YYZ - MSN
1 stop6h 54mUnited Airlines
Sat 1/118:25 a.m.MSN - YYZ
1 stop4h 36mUnited Airlines
Deal found 16/9C$ 765

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 17 September 2025.
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

Sun 26/10

7:35 a.m.-11:20 a.m.

1 stop28h 45m

Madison Truax Field

Sat 1/11

9:48 a.m.-10:12 p.m.

2 stops11h 24m

C$ 557

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 12/11

7:35 a.m.-11:11 a.m.

1 stop28h 36m

Madison Truax Field

Sun 16/11

8:00 p.m.-9:07 p.m.

2 stops24h 07m

C$ 571

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 25/10

10:20 p.m.-1:28 p.m.

2 stops40h 08m

Madison Truax Field

Sat 1/11

6:08 p.m.-3:20 p.m.

1 stop20h 12m

C$ 603

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 31/10

2:20 p.m.-9:08 a.m.

1 stop19h 48m

Madison Truax Field

Sun 2/11

8:00 p.m.-9:07 p.m.

2 stops24h 07m

C$ 637

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 1/11

6:30 a.m.-1:44 p.m.

1 stop8h 14m

Madison Truax Field

Fri 7/11

8:12 p.m.-10:46 a.m.

1 stop13h 34m

C$ 640

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 1/3

10:10 a.m.-4:40 p.m.

1 stop7h 30m

Madison Truax Field

Thu 5/3

7:00 a.m.-4:08 p.m.

1 stop8h 08m

C$ 754

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 25/10

2:30 p.m.-10:28 p.m.

2 stops8h 58m

Madison Truax Field

Sat 1/11

12:19 p.m.-11:20 p.m.

2 stops10h 01m

C$ 765

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 26/10

9:00 a.m.-2:54 p.m.

1 stop6h 54m

Madison Truax Field

Sat 1/11

8:25 a.m.-11:46 p.m.

2 stops14h 21m

C$ 765

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 31/10

9:00 a.m.-2:54 p.m.

1 stop6h 54m

Madison Truax Field

Sun 2/11

6:50 p.m.-11:59 p.m.

1 stop4h 09m

C$ 768

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 26/10

9:00 a.m.-2:54 p.m.

1 stop6h 54m

Madison Truax Field

Wed 5/11

2:48 p.m.-11:46 p.m.

2 stops7h 58m

C$ 774

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

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 time of day to fly from YTO to MSN?

Find hourly flight availability from Toronto to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 17 September 2025.

It’s typically best to fly out from Toronto to Madison at noon. Doing so could potentially save you 16% on the flight price compared to flying in the morning, which is usually more expensive.

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.

Newark (EWR) is the most affordable 1-stop option, with an average round-trip price of C$ 545.

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 Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 4h 43m.

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 Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 31m.

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 17 September 2025.
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
8,926 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

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. 2 airlines 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 fly from Toronto to Madison in about 8h 14m. The time it takes to get you to your destination can typically vary by up to . The distance from Toronto to Madison is about 785 km.

  • What are the cheapest airlines flying from Toronto to Madison round-trip?

    Cheapflights users have booked flights from Toronto to Madison round-trip from C$ 344. Another airline that can offer you cheap pricing is United Airlines. American Airlines is 55% 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.

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 2 airlines flying from Toronto to Madison

Discover the top 2 airlines 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 17 September 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 344AverageC$ 585FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 365AverageC$ 790FlexibilityNo 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?

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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