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Cheap flights from Toronto Pearson Intl Airport to Madison from $258

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto Pearson Intl Airport to Madison departing on 1/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Toronto Pearson Intl Airport to Madison

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
11:30 am - 6:44 pmYYZ-MSN
8h 14m1 stop
American Airlines Logo
7:20 am - 4:03 pmMSN-YYZ
7h 43m1 stop
$348American Airlines
Find Deal
Tue, Jan 27 - Tue, Feb 10
United Airlines Logo
12:05 pm - 9:05 pmYYZ-MSN
10h 00m1 stop
United Airlines Logo
12:38 pm - 11:05 pmMSN-YYZ
9h 27m1 stop
$443United Airlines
Find Deal
Fri, Jan 9 - Sat, Jan 10
American Airlines Logo
6:00 am - 12:46 pmYYZ-MSN
7h 46m1 stop
American Airlines Logo
5:22 pm - 10:53 amMSN-YYZ
16h 31m1 stop
$450American Airlines
Find Deal
Fri, Jan 9 - Sat, Jan 10
United Airlines Logo
2:45 pm - 9:05 pmYYZ-MSN
7h 20m2 stops
United Airlines Logo
3:48 pm - 9:21 pmMSN-YYZ
4h 33m1 stop
$461United Airlines
Find Deal
Tue, Jan 27 - Tue, Feb 10
United Airlines Logo
6:50 am - 11:48 amYYZ-MSN
5h 58m1 stop
United Airlines Logo
2:29 pm - 7:45 pmMSN-YYZ
4h 16m1 stop
$550United Airlines
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Sun, Dec 21 - Fri, Dec 26
American Airlines Logo
6:00 am - 9:18 amYYZ-MSN
4h 18m1 stop
American Airlines Logo
8:10 pm - 10:56 amMSN-YYZ
13h 46m1 stop
$559American Airlines
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Mon, Dec 22 - Sat, Dec 27
American Airlines Logo
7:10 pm - 11:59 pmYYZ-MSN
5h 49m1 stop
American Airlines Logo
8:10 pm - 10:56 amMSN-YYZ
13h 46m1 stop
$565American Airlines
Find Deal
Sun, Dec 21 - Sat, Dec 27
American Airlines Logo
7:10 pm - 11:59 pmYYZ-MSN
5h 49m1 stop
American Airlines Logo
8:10 pm - 12:32 pmMSN-YYZ
15h 22m1 stop
$572American Airlines
Find Deal
Mon, Dec 22 - Fri, Dec 26
United Airlines Logo
5:30 pm - 10:30 pmYYZ-MSN
6h 00m1 stop
United Airlines Logo
5:26 pm - 11:59 pmMSN-YYZ
5h 33m1 stop
$580United Airlines
Find Deal
Tue, Dec 23 - Sat, Dec 27
Air Canada Logo
6:50 am - 4:45 pmYYZ-MSN
10h 55m1 stop
Air Canada Logo
12:23 pm - 8:36 amMSN-YYZ
19h 13m2 stops
$747Air Canada
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Sun, Dec 21 - Sat, Dec 27

American Airlines flights from Toronto Pearson Intl Airport to Madison

Our best American Airlines deals on Toronto Pearson Intl Airport to Madison flight tickets
American Airlines
Jan 27
YYZ11:30 amToronto Pearson Intl
8h 14m
1 stop
MSN6:44 pmMadison Truax Field
Feb 10
MSN7:20 amMadison Truax Field
7h 43m
1 stop
YYZ4:03 pmToronto Pearson Intl
$348
Find similar
American Airlines
Jan 9
YYZ6:00 amToronto Pearson Intl
7h 46m
1 stop
MSN12:46 pmMadison Truax Field
Jan 10
MSN5:22 pmMadison Truax Field
16h 31m
1 stop
YYZ10:53 amToronto Pearson Intl
$450
Find similar
American Airlines
Dec 22
YYZ6:00 amToronto Pearson Intl
4h 18m
1 stop
MSN9:18 amMadison Truax Field
Dec 27
MSN8:10 pmMadison Truax Field
13h 46m
1 stop
YYZ10:56 amToronto Pearson Intl
$559
Find similar

United Airlines flights from Toronto Pearson Intl Airport to Madison

Our best United Airlines deals on Toronto Pearson Intl Airport to Madison flight tickets
United Airlines
Jan 9
YYZ12:05 pmToronto Pearson Intl
10h 00m
1 stop
MSN9:05 pmMadison Truax Field
Jan 10
MSN12:38 pmMadison Truax Field
9h 27m
1 stop
YYZ11:05 pmToronto Pearson Intl
$443
Find similar
United Airlines
Jan 27
YYZ2:45 pmToronto Pearson Intl
7h 20m
2 stops
MSN9:05 pmMadison Truax Field
Feb 10
MSN3:48 pmMadison Truax Field
4h 33m
1 stop
YYZ9:21 pmToronto Pearson Intl
$461
Find similar
United Airlines
Dec 21
YYZ6:50 amToronto Pearson Intl
5h 58m
1 stop
MSN11:48 amMadison Truax Field
Dec 26
MSN2:29 pmMadison Truax Field
4h 16m
1 stop
YYZ7:45 pmToronto Pearson Intl
$550
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Toronto Pearson Intl Airport 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, momondo users made 832,500 searches. Data last updated November 29, 2025.
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

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 1/27

11:30 am-6:44 pm

1 stop8h 14m

Madison Truax Field

Tue 2/10

7:20 am-4:03 pm

1 stop7h 43m

$348

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 1/9

12:05 pm-9:05 pm

1 stop10h 00m

Madison Truax Field

Sat 1/10

12:38 pm-11:05 pm

1 stop9h 27m

$443

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 1/9

6:00 am-12:46 pm

1 stop7h 46m

Madison Truax Field

Sat 1/10

5:22 pm-10:53 am

1 stop16h 31m

$450

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 1/27

2:45 pm-9:05 pm

2 stops7h 20m

Madison Truax Field

Tue 2/10

3:48 pm-9:21 pm

1 stop4h 33m

$461

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 12/21

6:50 am-11:48 am

1 stop5h 58m

Madison Truax Field

Fri 12/26

2:29 pm-7:45 pm

1 stop4h 16m

$550

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 12/22

6:00 am-9:18 am

1 stop4h 18m

Madison Truax Field

Sat 12/27

8:10 pm-10:56 am

1 stop13h 46m

$559

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 12/21

7:10 pm-11:59 pm

1 stop5h 49m

Madison Truax Field

Sat 12/27

8:10 pm-10:56 am

1 stop13h 46m

$565

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 12/22

7:10 pm-11:59 pm

1 stop5h 49m

Madison Truax Field

Fri 12/26

8:10 pm-12:32 pm

1 stop15h 22m

$572

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Tue 12/23

5:30 pm-10:30 pm

1 stop6h 00m

Madison Truax Field

Sat 12/27

5:26 pm-11:59 pm

1 stop5h 33m

$580

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 12/21

6:50 am-4:45 pm

1 stop10h 55m

Madison Truax Field

Sat 12/27

12:23 pm-8:36 am

2 stops19h 13m

$747

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Madison from

How to get the cheapest flight ticket from Toronto Pearson Intl Airport to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Madison?

The month of January is, on average, the cheapest month to fly to Madison from Toronto Pearson Intl Airport, with most prices found around $265. If you’re not able to fly to Madison in January, then April is your next best option. Flight prices from Toronto Pearson Intl Airport to Madison during April average around $289.

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from Toronto Pearson Intl Airport to Madison is on a Wednesday when prices can be found for as low as $348. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Saturday is $495.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is in the afternoon. momondo users have found flights departing from Toronto Pearson Intl Airport to Madison in the afternoon for as low as $389. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is in the morning when prices are around $413.

When to book flights from Toronto Pearson Intl Airport to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto Pearson Intl Airport to Madison according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Toronto Pearson Intl Airport to Madison (YYZ to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Toronto Pearson Intl Airport to Madison

Fastest flight time

4h 24m

Direct flights

None
The fastest flight from Toronto Pearson Intl Airport to Madison takes 4h 24m
There are no direct flights from Toronto Pearson Intl Airport to Madison. There are no popular flight routes from Toronto Pearson Intl Airport to Madison.
Search flight deals

  • How far is Toronto Pearson Intl to Madison Truax Field by plane?

    A flight from Toronto Pearson Intl to Madison Truax Field will travel around 492.5 mi. By plane, this route typically takes 4h 18m.

  • When did momondo last update prices for flights from Toronto Pearson Intl Airport to Madison Truax Field Airport?

    Prices for flights from Toronto Pearson Intl Airport to Madison Truax Field Airport refresh daily.

  • How old do you have to be to fly from Toronto Pearson Intl Airport to Madison Truax Field Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Toronto Pearson Intl Airport to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The required travel and health documents for your Madison Truax Field Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madison Truax Field Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Portage
Middleton
Fitchburg
Sun Prairie
Windsor
Cambridge
Oxford
Evansville

Why use momondo?

Why should I use momondo to find a flight deal from Toronto to Madison?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Toronto to Madison for you.

Can I find flights from Toronto to Madison with flexible booking policies on momondo?

Yes. All flights to Madison from Toronto on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Toronto to Madison?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Madison from Toronto.

I’m not ready to book a flight from Toronto to Madison right now. Can momondo alert me if prices change?

Price alerts on flights to Madison from Toronto are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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