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Cheap flights from Toronto to Madison from C$ 340

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 22/7. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
9 Jul — 16 Jul1
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 9 June 2026.

Fri 11/96:30 a.m.
YYZ
-
MSN
1 stop9h 25m
American Airlines
Fri 18/98:05 p.m.
MSN
-
YYZ
1 stop13h 54m
American Airlines
Deal found 7/6C$ 665
Fri 10/75:15 p.m.
YYZ
-
MSN
1 stop6h 57m
United Airlines
Mon 13/75:00 a.m.
MSN
-
YYZ
1 stop3h 54m
United Airlines
Deal found 9/6C$ 667
Sat 4/76:05 a.m.
YYZ
-
MSN
1 stop4h 18m
Delta
Sat 11/77:00 a.m.
MSN
-
YYZ
1 stop3h 19m
Delta
Deal found 8/6C$ 704
Wed 24/69:45 a.m.
YYZ
-
MSN
1 stop3h 58m
Delta
Thu 2/76:00 a.m.
MSN
-
YYZ
1 stop4h 35m
Delta
Deal found 7/6C$ 725
Thu 30/76:10 a.m.
YYZ
-
MSN
1 stop3h 42m
Delta
Wed 5/81:35 p.m.
MSN
-
YYZ
1 stop8h 24m
Delta
Deal found 5/6C$ 728
Mon 6/74:10 p.m.
YYZ
-
MSN
1 stop17h 42m
WestJet
Mon 13/76:39 p.m.
MSN
-
YYZ
1 stop17h 55m
WestJet
Deal found 8/6C$ 739
Sat 4/710:45 a.m.
YYZ
-
MSN
2 stops9h 12m
United Airlines
Sat 11/73:46 p.m.
MSN
-
YYZ
1 stop3h 58m
United Airlines
Deal found 8/6C$ 746
Thu 16/76:10 a.m.
YYZ
-
MSN
1 stop3h 42m
Delta
Sun 19/79:32 a.m.
MSN
-
YYZ
1 stop6h 52m
Delta
Deal found 6/6C$ 747
Wed 24/611:00 a.m.
YYZ
-
MSN
1 stop4h 57m
United Airlines
Thu 2/75:00 a.m.
MSN
-
YYZ
2 stops8h 19m
United Airlines
Deal found 7/6C$ 754
Wed 26/87:00 a.m.
YYZ
-
MSN
1 stop7h 42m
United Airlines
Sun 30/86:30 a.m.
MSN
-
YYZ
1 stop6h 12m
United Airlines
Deal found 7/6C$ 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 9 June 2026.

Round-trip from

C$ 665

One-way from

C$ 340
American Airlines
  • American Airlines
  • 11/9-18/9
  • 2 total stops
  • 23h 19m total
  • Toronto to Madison
Search Deals
22/7
  • 22/7
  • 1 total stop
  • 8h 35m total
  • Toronto to Madison
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 9 June 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

Fri 10/7

5:15 p.m.-11:12 p.m.

1 stop6h 57m

Madison Truax Field

Mon 13/7

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

1 stop3h 54m

C$ 667

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 3/8

9:00 p.m.-9:47 a.m.

1 stop13h 47m

Madison Truax Field

Wed 5/8

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

1 stop6h 36m

C$ 667
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 4/7

6:05 a.m.-9:23 a.m.

1 stop4h 18m

Madison Truax Field

Sat 11/7

7:00 a.m.-11:19 a.m.

1 stop3h 19m

C$ 704

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 26/8

10:15 a.m.-1:42 p.m.

1 stop4h 27m

Madison Truax Field

Sun 30/8

6:30 a.m.-3:46 p.m.

1 stop8h 16m

C$ 706

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 24/6

9:45 a.m.-12:43 p.m.

1 stop3h 58m

Madison Truax Field

Thu 2/7

6:00 a.m.-11:35 a.m.

1 stop4h 35m

C$ 725

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 30/7

6:10 a.m.-12:42 p.m.

1 stop7h 32m

Madison Truax Field

Wed 5/8

1:35 p.m.-11:03 p.m.

1 stop8h 28m

C$ 725

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 22/7

6:14 p.m.-8:59 p.m.

1 stop3h 45m

Madison Truax Field

Fri 24/7

9:32 a.m.-3:20 p.m.

1 stop4h 48m

C$ 725

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 16/7

6:10 a.m.-8:52 a.m.

1 stop3h 42m

Madison Truax Field

Sun 19/7

9:32 a.m.-5:24 p.m.

1 stop6h 52m

C$ 747

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 30/7

7:00 a.m.-9:47 a.m.

1 stop3h 47m

Madison Truax Field

Wed 5/8

12:30 p.m.-11:54 p.m.

2 stops10h 24m

C$ 767
Cheapest one-way
Quickest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 14/7

6:14 p.m.-8:59 p.m.

1 stop3h 45m

C$ 395

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 19 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’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$ 852.

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 9 June 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
9,796 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

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
9,796 reviews
United Airlines
7.4
Good
9,796 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

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 United Airlines and Delta fly from Toronto to Madison in about 4h 18m. The time it takes to get you to your destination can typically vary by up to 2h 39m. 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$ 622.

  • 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

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 9 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 622AverageC$ 766FlexibilityNo 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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