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Cheap flights from Toronto Pearson Intl Airport to Madison from $263

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 2/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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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
1:10 pm - 9:14 pm
YYZ
-
MSN
9h 04m
1 stop
American Airlines Logo
8:24 pm - 10:58 am
MSN
-
YYZ
13h 34m
1 stop
$378American Airlines
Sat, Feb 14 - Thu, Feb 19
United Airlines Logo
6:45 am - 11:53 am
YYZ
-
MSN
6h 08m
1 stop
United Airlines Logo
3:53 pm - 9:21 pm
MSN
-
YYZ
4h 28m
1 stop
$467United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
2:45 pm - 9:07 pm
YYZ
-
MSN
7h 22m
2 stops
United Airlines Logo
8:15 am - 2:01 pm
MSN
-
YYZ
4h 46m
1 stop
$468United Airlines
Mon, Mar 2 - Tue, Mar 3
United Airlines Logo
6:50 am - 11:51 am
YYZ
-
MSN
6h 01m
1 stop
United Airlines Logo
2:56 pm - 9:21 pm
MSN
-
YYZ
5h 25m
1 stop
$470United Airlines
Thu, Feb 5 - Wed, Feb 11
Delta Logo
10:15 am - 7:13 pm
YYZ
-
MSN
9h 58m
1 stop
Delta Logo
8:00 am - 5:47 pm
MSN
-
YYZ
8h 47m
1 stop
$471Delta
Fri, Feb 13 - Wed, Feb 18
United Airlines Logo
6:45 pm - 2:57 pm
YYZ
-
MSN
21h 12m
1 stop
United Airlines Logo
6:30 am - 5:58 pm
MSN
-
YYZ
10h 28m
2 stops
$501United Airlines
Sat, Feb 14 - Thu, Feb 19
United Airlines Logo
8:45 am - 11:53 am
YYZ
-
MSN
4h 08m
1 stop
United Airlines Logo
3:53 pm - 9:21 pm
MSN
-
YYZ
4h 28m
1 stop
$507United Airlines
Mon, Mar 2 - Mon, Mar 2
United Airlines Logo
7:20 am - 2:07 pm
YYZ
-
MSN
7h 47m
2 stops
United Airlines Logo
2:48 pm - 8:35 am
MSN
-
YYZ
16h 47m
2 stops
$513United Airlines
Sat, Feb 14 - Thu, Feb 19
United Airlines Logo
2:15 pm - 9:07 pm
YYZ
-
MSN
7h 52m
2 stops
United Airlines Logo
8:15 am - 7:17 pm
MSN
-
YYZ
10h 02m
2 stops
$520United Airlines
Sat, Feb 14 - Wed, Feb 18
Air Canada Logo
6:45 am - 2:52 pm
YYZ
-
MSN
9h 07m
2 stops
Air Canada Logo
12:32 pm - 7:45 pm
MSN
-
YYZ
6h 13m
1 stop
$521Air Canada
Thu, Jan 29 - Sun, Feb 1

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
Feb 14
YYZ1:10 pmToronto Pearson Intl
9h 04m
1 stop
MSN9:14 pmMadison Truax Field
Feb 19
MSN8:24 pmMadison Truax Field
13h 34m
1 stop
YYZ10:58 amToronto Pearson Intl
$378
American Airlines
Apr 15
YYZ6:15 amToronto Pearson Intl
8h 31m
1 stop
MSN1:46 pmMadison Truax Field
Apr 20
MSN8:25 pmMadison Truax Field
13h 34m
1 stop
YYZ10:59 amToronto Pearson Intl
$461

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
Feb 14
YYZ6:45 amToronto Pearson Intl
6h 08m
1 stop
MSN11:53 amMadison Truax Field
Feb 18
MSN3:53 pmMadison Truax Field
4h 28m
1 stop
YYZ9:21 pmToronto Pearson Intl
$467
United Airlines
Jan 29
YYZ9:00 amToronto Pearson Intl
6h 52m
1 stop
MSN2:52 pmMadison Truax Field
Feb 1
MSN6:30 amMadison Truax Field
8h 32m
1 stop
YYZ4:02 pmToronto Pearson Intl
$468
United Airlines
Feb 5
YYZ6:50 amToronto Pearson Intl
6h 01m
1 stop
MSN11:51 amMadison Truax Field
Feb 11
MSN2:56 pmMadison Truax Field
5h 25m
1 stop
YYZ9:21 pmToronto Pearson Intl
$470

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 January 15, 2026.
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

Sat 2/14

1:10 pm-9:14 pm

1 stop9h 04m

Madison Truax Field

Thu 2/19

8:24 pm-10:58 am

1 stop13h 34m

$378

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 2/14

6:45 am-11:53 am

1 stop6h 08m

Madison Truax Field

Wed 2/18

3:53 pm-9:21 pm

1 stop4h 28m

$467

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 3/2

2:45 pm-9:07 pm

2 stops7h 22m

Madison Truax Field

Tue 3/3

8:15 am-2:01 pm

1 stop4h 46m

$468

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 2/5

6:50 am-11:51 am

1 stop6h 01m

Madison Truax Field

Wed 2/11

2:56 pm-9:21 pm

1 stop5h 25m

$470

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Fri 2/13

10:15 am-7:13 pm

1 stop9h 58m

Madison Truax Field

Wed 2/18

8:00 am-5:47 pm

1 stop8h 47m

$471

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 2/14

6:45 pm-2:57 pm

1 stop21h 12m

Madison Truax Field

Thu 2/19

6:30 am-5:58 pm

2 stops10h 28m

$501

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Mon 3/2

8:45 am-11:53 am

1 stop4h 08m

Madison Truax Field

Mon 3/2

3:53 pm-9:21 pm

1 stop4h 28m

$507

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 2/14

7:20 am-2:07 pm

2 stops7h 47m

Madison Truax Field

Thu 2/19

2:48 pm-8:35 am

2 stops16h 47m

$513

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 2/14

2:15 pm-9:07 pm

2 stops7h 52m

Madison Truax Field

Wed 2/18

8:15 am-7:17 pm

2 stops10h 02m

$520

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 1/29

6:45 am-2:52 pm

2 stops9h 07m

Madison Truax Field

Sun 2/1

12:32 pm-7:45 pm

1 stop6h 13m

$521

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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.

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

6h 08m

Direct flights

None
The fastest flight from Toronto Pearson Intl Airport to Madison takes 6h 08m
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 6h 08m.

  • 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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