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Cheap flights from Toronto to Madison from C$ 323

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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — MSN
23 Jul — 30 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 23 June 2026.

Wed 2/127:15 a.m.
YYZ
-
MSN
1 stop11h 50m
Multiple Airlines
Wed 9/126:45 p.m.
MSN
-
YYZ
1 stop19h 13m
Multiple Airlines
Deal found 21/6C$ 648
Tue 18/812:45 p.m.
YYZ
-
MSN
2 stops9h 08m
United Airlines
Wed 2/95:00 a.m.
MSN
-
YYZ
2 stops8h 19m
United Airlines
Deal found 20/6C$ 669
Thu 23/77:00 a.m.
YYZ
-
MSN
1 stop3h 47m
United Airlines
Thu 30/75:00 a.m.
MSN
-
YYZ
1 stop3h 54m
United Airlines
Deal found 20/6C$ 670
Thu 30/77:00 a.m.
YYZ
-
MSN
1 stop3h 47m
United Airlines
Wed 5/810:43 a.m.
MSN
-
YYZ
2 stops12h 11m
United Airlines
Deal found 18/6C$ 674
Wed 2/123:00 p.m.
YYZ
-
MSN
1 stop6h 49m
United Airlines
Wed 9/123:57 p.m.
MSN
-
YYZ
2 stops6h 31m
United Airlines
Deal found 21/6C$ 707
Tue 28/712:45 p.m.
YYZ
-
MSN
2 stops7h 12m
United Airlines
Wed 5/812:30 p.m.
MSN
-
YYZ
2 stops10h 24m
United Airlines
Deal found 21/6C$ 708
Mon 27/711:00 a.m.
YYZ
-
MSN
1 stop5h 21m
American Airlines
Tue 4/85:52 p.m.
MSN
-
YYZ
1 stop4h 58m
American Airlines
Deal found 23/6C$ 727
Mon 3/89:00 p.m.
YYZ
-
MSN
1 stop13h 47m
United Airlines
Mon 10/85:45 p.m.
MSN
-
YYZ
1 stop5h 14m
United Airlines
Deal found 23/6C$ 748
Fri 3/77:30 a.m.
YYZ
-
MSN
2 stops8h 35m
United Airlines
Tue 7/78:10 a.m.
MSN
-
YYZ
1 stop6h 36m
United Airlines
Deal found 22/6C$ 752
Wed 1/75:27 p.m.
YYZ
-
MSN
1 stop4h 30m
United Airlines
Mon 6/75:00 a.m.
MSN
-
YYZ
1 stop3h 54m
United Airlines
Deal found 19/6C$ 778
Wed 15/79:35 a.m.
YYZ
-
MSN
2 stops10h 22m
United Airlines
Sun 19/75:00 a.m.
MSN
-
YYZ
1 stop3h 54m
United Airlines
Deal found 18/6C$ 792
Wed 22/74:10 p.m.
YYZ
-
MSN
1 stop17h 42m
WestJet
Sat 25/712:03 p.m.
MSN
-
YYZ
1 stop10h 10m
WestJet
Deal found 22/6C$ 813

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 23 June 2026.

Round-trip from

C$ 648

One-way from

C$ 323
2/12-9/12
  • 2/12-9/12
  • 2 total stops
  • 31h 03m total
  • Toronto to Madison
Search Deals
15/9
  • 15/9
  • 2 total stops
  • 25h 23m 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 23 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

Tue 18/8

8:50 a.m.-8:53 p.m.

1 stop13h 03m

Madison Truax Field

Wed 2/9

3:55 p.m.-8:44 p.m.

1 stop3h 49m

C$ 669

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 28/7

1:00 p.m.-6:57 p.m.

1 stop6h 57m

Madison Truax Field

Wed 5/8

10:43 a.m.-11:54 p.m.

2 stops12h 11m

C$ 669

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 24/7

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

1 stop6h 57m

Madison Truax Field

Fri 31/7

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

1 stop3h 54m

C$ 669

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Wed 26/8

5:27 p.m.-8:53 p.m.

1 stop4h 26m

Madison Truax Field

Sun 30/8

6:30 a.m.-1:42 p.m.

1 stop6h 12m

C$ 669

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

10:43 a.m.-11:54 p.m.

2 stops12h 11m

C$ 674
Quickest round-trip

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 27/7

11:00 a.m.-3:21 p.m.

1 stop5h 21m

Madison Truax Field

Tue 4/8

5:52 p.m.-11:50 p.m.

1 stop4h 58m

C$ 727

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 3/7

10:45 a.m.-8:39 p.m.

1 stop10h 54m

Madison Truax Field

Tue 7/7

10:48 a.m.-3:46 p.m.

1 stop3h 58m

C$ 752
Cheapest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 14/7

6:30 a.m.-9:47 a.m.

2 stops28h 17m

C$ 333

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 21/7

7:00 a.m.-8:57 p.m.

1 stop14h 57m

C$ 375
Quickest one-way

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 11/7

2:24 p.m.-8:59 p.m.

1 stop7h 35m

C$ 375

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/6

Showing 1-10 of 17 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$ 866.

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 23 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
9,875 reviews
Check prices

Food

6.6

Comfort

7.3

Boarding

7.7

Overall

7.4

Crew

8.1

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
9,875 reviews
United Airlines
7.4
Good
9,875 reviews
Check prices

Food

6.6

Comfort

7.3

Boarding

7.7

Overall

7.4

Crew

8.1

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 United Airlines fly from Toronto to Madison in about 13h 03m. 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 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$ 632.

  • 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 23 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 632AverageC$ 801FlexibilityNo 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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