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Cheap flights from Toronto Pearson Intl Airport to Madison from C$ 309

YYZ — MSN
2 Dec — 9 Dec1
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

Wed 4/117:15 a.m. -
1 stop10h 03m
Wed 11/1110:38 a.m. -
2 stops27h 42m
Deal found 30/10C$ 636
Tue 29/126:45 a.m. -
1 stop4h 11m
Wed 6/16:36 a.m. -
1 stop11h 09m
Deal found 28/10C$ 721
Tue 15/129:44 a.m. -
2 stops8h 53m
Tue 22/125:00 a.m. -
2 stops8h 25m
Deal found 31/10C$ 725
Tue 17/116:21 p.m. -
1 stop6h 22m
Tue 1/125:59 a.m. -
1 stop5h 00m
Deal found 29/10C$ 734
Sun 15/117:26 p.m. -
1 stop4h 41m
Sat 21/115:00 a.m. -
1 stop3h 47m
Deal found 1/11C$ 739
Thu 12/116:40 p.m. -
1 stop5h 57m
Thu 19/115:00 a.m. -
1 stop3h 47m
Deal found 29/10C$ 742
Fri 27/1110:00 a.m. -
2 stops8h 02m
Fri 4/122:42 p.m. -
2 stops8h 10m
Deal found 29/10C$ 745
Fri 27/115:13 p.m. -
1 stop6h 13m
Fri 4/125:19 p.m. -
1 stop5h 29m
Deal found 29/10C$ 760
Thu 12/116:30 a.m. -
1 stop11h 50m
Thu 19/116:00 p.m. -
2 stops23h 10m
Deal found 29/10C$ 852
Fri 6/117:35 a.m. -
2 stops27h 23m
Fri 13/112:50 p.m. -
1 stop8h 50m
Deal found 1/11C$ 949
Wed 4/1112:55 p.m. -
2 stops7h 12m
Wed 11/116:25 a.m. -
2 stops7h 00m
Deal found 30/10C$ 986

Find flight deals from Pearson Intl to Madison

Round-trip from

C$ 724

One-way from

C$ 309

Popular in

November

Cheapest in

September

Average price

C$ 1,072
United Airlines
  • United Airlines
  • 9/1-12/1
  • 2 total stops
  • 10h 15m total
  • Toronto to Madison
Search Deals
5/1-31/12
  • 5/1-31/12
  • 2 total stops
  • 18h 38m total
  • Toronto to Madison
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 136 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2026
Search Deals

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

Sat 12/12

10:30 a.m.-9:15 p.m.

2 stops11h 45m

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 4/1

10:30 a.m.-10:50 p.m.

2 stops13h 20m

Madison Truax Field

Wed 31/12

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

Nonstop0h 00m

C$ 404

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sat 19/12

10:30 a.m.-11:40 p.m.

1 stop14h 10m

Madison Truax Field

Wed 31/12

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

Nonstop0h 00m

C$ 404

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 13/12

6:00 p.m.-11:49 p.m.

1 stop6h 49m

Madison Truax Field

Wed 31/12

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

Nonstop0h 00m

C$ 408

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Fri 18/12

7:44 p.m.-7:08 a.m.

2 stops12h 24m

Madison Truax Field

Wed 31/12

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

Nonstop0h 00m

C$ 411

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 14/2

9:44 a.m.-8:59 p.m.

2 stops12h 15m

Madison Truax Field

Wed 31/12

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

Nonstop0h 00m

C$ 412

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Sun 13/12

10:00 a.m.-9:15 p.m.

2 stops12h 15m

Madison Truax Field

Wed 31/12

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

Nonstop0h 00m

C$ 412
Quickest round-trip

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Mon 14/12

8:35 a.m.-1:51 p.m.

1 stop6h 16m

Madison Truax Field

Wed 31/12

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

Nonstop0h 00m

C$ 414

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Tue 5/1

5:25 p.m.-9:58 a.m.

3 stops17h 33m

Madison Truax Field

Wed 31/12

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

Nonstop0h 00m

C$ 453

TorontoMadison

YYZ Toronto Pearson Intl - MSN Madison Truax Field

YYZMSN

Toronto Pearson Intl

Tue 29/12

6:45 a.m.-9:56 a.m.

1 stop4h 11m

Madison Truax Field

Wed 6/1

6:36 a.m.-6:45 p.m.

1 stop11h 09m

C$ 721

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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 82% 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$ 677.

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
7.3
Good
10,463 reviews
Check prices

Overall

7.3

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.7

Entertainment

7.1

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
7.3
Good
10,463 reviews
United Airlines
7.3
Good
10,463 reviews
Check prices

Overall

7.3

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.7

Entertainment

7.1

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 4h 11m. 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$ 623), offers the cheapest pricing from Toronto Pearson Intl Airport to Madison. United Airlines is priced at 24% 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$ 623AverageC$ 668FlexibilityNo 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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