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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 343

YYZ — MSN
8 Oct — 15 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Pearson Intl to Madison

Enter your travel dates to find the best prices.

Cheapest flights from Pearson Intl to Madison

Sun 18/104:45 p.m. -
2 stops42h 05m
Sun 25/106:00 p.m. -
1 stop18h 40m
Deal found 3/9C$ 561
Thu 15/107:45 a.m. -
1 stop10h 35m
Sat 17/1010:38 a.m. -
1 stop27h 17m
Deal found 4/9C$ 611
Thu 15/107:45 a.m. -
1 stop10h 35m
Sun 18/106:00 p.m. -
1 stop19h 30m
Deal found 4/9C$ 621
Thu 15/101:15 p.m. -
1 stop11h 57m
Sat 17/105:00 a.m. -
1 stop8h 33m
Deal found 6/9C$ 654
Thu 15/101:15 p.m. -
1 stop11h 57m
Sun 18/1011:22 a.m. -
1 stop11h 07m
Deal found 5/9C$ 655
Tue 29/96:30 a.m. -
1 stop9h 25m
Sat 3/107:15 a.m. -
1 stop9h 29m
Deal found 4/9C$ 657
Tue 29/911:40 a.m. -
1 stop13h 37m
Sat 10/106:46 a.m. -
1 stop15h 43m
Deal found 3/9C$ 662
Tue 29/97:00 a.m. -
1 stop5h 53m
Sat 10/1012:39 p.m. -
2 stops8h 44m
Deal found 3/9C$ 665
Tue 29/98:50 a.m. -
1 stop4h 03m
Sat 3/102:49 p.m. -
2 stops8h 05m
Deal found 4/9C$ 669
Sat 17/1011:00 a.m. -
1 stop5h 04m
Tue 20/108:17 a.m. -
1 stop4h 25m
Deal found 6/9C$ 688

Find flight deals from Pearson Intl to Madison

Round-trip from

C$ 561

One-way from

C$ 343

Popular in

November

Cheapest in

September

Average price

C$ 661
18/10-25/10
  • 18/10-25/10
  • 3 total stops
  • 60h 45m total
  • Toronto to Madison
Search Deals
18/10-31/12
  • 18/10-31/12
  • 2 total stops
  • 42h 05m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 36 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 18/10

4:45 p.m.-9:50 a.m.

2 stops42h 05m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 343

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 12/10

9:50 a.m.-9:50 a.m.

1 stop25h 00m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 347

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 4/10

7:45 a.m.-5:20 p.m.

1 stop10h 35m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 397
Quickest round-trip

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 26/10

7:24 p.m.-11:57 p.m.

1 stop5h 33m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 402

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 26/10

2:57 p.m.-11:07 p.m.

2 stops9h 10m

Madison Truax Field

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 416

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 18/10

4:45 p.m.-9:50 a.m.

2 stops42h 05m

Madison Truax Field

Sun 25/10

6:00 p.m.-1:40 p.m.

1 stop18h 40m

C$ 561

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Tue 29/9

7:00 a.m.-11:53 a.m.

1 stop5h 53m

Madison Truax Field

Sat 10/10

12:39 p.m.-10:23 p.m.

2 stops8h 44m

C$ 665

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Tue 29/9

8:50 a.m.-11:53 a.m.

1 stop4h 03m

Madison Truax Field

Sat 3/10

2:49 p.m.-11:54 p.m.

2 stops8h 05m

C$ 669

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sat 17/10

11:00 a.m.-3:04 p.m.

1 stop5h 04m

Madison Truax Field

Tue 20/10

8:17 a.m.-1:42 p.m.

1 stop4h 25m

C$ 669

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Thu 15/10

7:45 a.m.-5:20 p.m.

1 stop10h 35m

Madison Truax Field

Sun 18/10

6:00 p.m.-9:55 p.m.

2 stops26h 55m

C$ 679

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 13 resultsSorted by cheapest first
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Best time to book a flight from Pearson Intl to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Pearson Intl with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Toronto Pearson Intl Airport to Madison

What’s the top layover airport for flights from Toronto Pearson Intl Airport to Madison?

Chicago (ORD) – chosen by Cheapflights users on 83% of one-stop itineraries from Toronto Pearson Intl Airport to Madison on Cheapflights.

What’s the cheapest layover airport for flights from Toronto Pearson Intl Airport to Madison?

Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 681.

What’s the fastest layover option from Toronto Pearson Intl Airport to Madison?

Flights via Detroit (DTW) have the shortest average one-way travel time for 1-stop routes: 3h 37m.

Which airport typically offers the quickest layover for flights from Toronto Pearson Intl Airport to Madison?

Flights via Detroit (DTW) offer the fastest connection on this route, with an average layover time of 0h 48m.

Reviews of airlines servicing Madison

See what other customers who have flown with United Airlines from Toronto Pearson Intl Airport to Madison have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,175 reviews
Check prices

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
10,175 reviews
United Airlines
7.4
Good
10,175 reviews
Check prices

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

  • What airport do you fly into for flights to Madison from Toronto Pearson Intl?

    Located just 8.7 km from the city centre, Madison Truax Field is the airport most travellers will use when flying to Madison from Toronto Pearson Intl. Booking flights from Toronto Pearson Intl to Truax Field (MSN) should be relatively easy as there are 0 daily inbound flights from Toronto Pearson Intl from 1 airline.

  • How long is the flight from Toronto Pearson Intl Airport to Madison?

    United Airlines can get you from Toronto Pearson Intl Airport to Madison in just under 5h 53m. Your travel time can differ by up to . There are 785 km between Toronto Pearson Intl Airport and Madison.

  • What is the cheapest airline to fly from Toronto Pearson Intl Airport to Madison round-trip?

    According to our current data, United Airlines (C$ 616), offers the cheapest pricing from Toronto Pearson Intl Airport to Madison. United Airlines is priced at 26% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Pearson Intl to Madison that include hotel bookings?

    Yes. In addition to deals on Pearson Intl to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pearson Intl to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Madison.

  • Can I find deals for business class flights from Pearson Intl to Madison?

    Yes. Cheapflights offers flight deals from Pearson Intl 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

Top airline flying from Pearson Intl to Madison

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 616AverageC$ 661FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to Madison, users can toggle the no change fees filter when performing a flight search.

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