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Cheap flights from Toronto to Madison from C$ 403

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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
25 Jun — 2 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 26 May 2026.

Fri 31/76:30 a.m.
YYZ
-
MSN
1 stop8h 34m
WestJet
Sun 2/86:00 a.m.
MSN
-
YYZ
1 stop16h 13m
WestJet
Deal found 24/5C$ 692
Fri 19/61:15 p.m.
YYZ
-
MSN
1 stop12h 25m
American Airlines
Fri 26/68:47 a.m.
MSN
-
YYZ
1 stop13h 36m
American Airlines
Deal found 22/5C$ 699
Wed 9/126:00 a.m.
YYZ
-
MSN
1 stop3h 50m
WestJet
Sat 12/125:50 p.m.
MSN
-
YYZ
1 stop4h 10m
WestJet
Deal found 24/5C$ 734
Sat 12/129:45 a.m.
YYZ
-
MSN
1 stop24h 05m
WestJet
Wed 16/126:15 a.m.
MSN
-
YYZ
1 stop15h 49m
WestJet
Deal found 21/5C$ 736
Fri 24/76:10 a.m.
YYZ
-
MSN
1 stop3h 42m
WestJet
Mon 27/71:31 p.m.
MSN
-
YYZ
1 stop24h 49m
WestJet
Deal found 21/5C$ 737
Thu 9/76:30 a.m.
YYZ
-
MSN
1 stop17h 30m
WestJet
Thu 16/79:32 a.m.
MSN
-
YYZ
1 stop12h 30m
WestJet
Deal found 25/5C$ 754
Fri 19/67:43 p.m.
YYZ
-
MSN
2 stops13h 56m
United Airlines
Fri 26/68:10 a.m.
MSN
-
YYZ
1 stop11h 34m
United Airlines
Deal found 22/5C$ 758
Thu 9/711:00 a.m.
YYZ
-
MSN
1 stop5h 05m
United Airlines
Thu 16/75:00 a.m.
MSN
-
YYZ
2 stops8h 19m
United Airlines
Deal found 25/5C$ 790
Wed 9/127:10 a.m.
YYZ
-
MSN
2 stops10h 41m
Air Canada
Sat 12/121:04 p.m.
MSN
-
YYZ
1 stop5h 30m
Air Canada
Deal found 24/5C$ 868
Sat 12/127:10 a.m.
YYZ
-
MSN
2 stops10h 41m
Air Canada
Wed 16/123:09 p.m.
MSN
-
YYZ
1 stop6h 35m
Air Canada
Deal found 21/5C$ 961

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 26 May 2026.

Round-trip from

C$ 692

One-way from

C$ 403

Popular in

August

Cheapest in

May

Average price

C$ 480
WestJet
  • WestJet
  • 31/7-2/8
  • 2 total stops
  • 24h 47m total
  • Toronto to Madison
Search Deals
WestJet
  • WestJet
  • 5/7
  • 1 total stop
  • 24h 05m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 420 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease (C$ 136 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 26 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

Fri 31/7

6:30 a.m.-2:04 p.m.

1 stop8h 34m

Madison Truax Field

Sun 2/8

6:00 a.m.-11:13 p.m.

1 stop16h 13m

C$ 692

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 19/6

1:15 p.m.-12:40 a.m.

1 stop12h 25m

Madison Truax Field

Fri 26/6

8:47 a.m.-11:23 p.m.

1 stop13h 36m

C$ 699

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 24/7

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

1 stop3h 42m

Madison Truax Field

Mon 27/7

1:31 p.m.-3:20 p.m.

1 stop24h 49m

C$ 737

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 9/7

6:30 a.m.-11:00 p.m.

1 stop17h 30m

Madison Truax Field

Thu 16/7

9:32 a.m.-11:02 p.m.

1 stop12h 30m

C$ 754

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 19/6

7:43 p.m.-8:39 a.m.

2 stops13h 56m

Madison Truax Field

Fri 26/6

8:10 a.m.-8:44 p.m.

1 stop11h 34m

C$ 758
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 9/7

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

1 stop5h 05m

Madison Truax Field

Thu 16/7

5:00 a.m.-2:19 p.m.

2 stops8h 19m

C$ 790

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 31/7

4:40 p.m.-11:12 p.m.

2 stops7h 32m

Madison Truax Field

Sun 2/8

6:41 a.m.-5:56 p.m.

1 stop10h 15m

C$ 986

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 24/7

2:05 p.m.-11:12 p.m.

2 stops10h 07m

Madison Truax Field

Mon 27/7

5:45 p.m.-11:59 p.m.

1 stop5h 14m

C$ 1,122

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 31/7

6:10 a.m.-2:04 p.m.

2 stops8h 54m

Madison Truax Field

Sun 2/8

6:00 a.m.-3:20 p.m.

2 stops8h 20m

C$ 1,817
Cheapest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 5/7

9:45 a.m.-8:50 a.m.

1 stop24h 05m

C$ 403

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/5

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

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 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$ 844.

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 26 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
9,749 reviews
Check prices

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

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
9,749 reviews
United Airlines
7.4
Good
9,749 reviews
Check prices

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

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 WestJet, American Airlines, and United Airlines fly from Toronto to Madison in about 8h 34m. The time it takes to get you to your destination can typically vary by up to 5h 22m. 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$ 616. 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.

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 26 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 616AverageC$ 781FlexibilityNo 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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