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Cheap flights from Toronto Pearson Intl Airport to Madison from $272

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 10/27. 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
5:00 am - 6:42 pmYYZ-MSN
14h 42m1 stop
American Airlines Logo
8:12 pm - 10:52 amMSN-YYZ
13h 40m1 stop
$337American Airlines
Find Deal
dom., nov. 2 - dom., nov. 9
American Airlines Logo
7:30 am - 5:42 pmYYZ-MSN
11h 12m2 stops
American Airlines Logo
6:18 pm - 12:32 pmMSN-YYZ
17h 14m1 stop
$388American Airlines
Find Deal
jue., dic. 25 - mié., dic. 31
United Airlines Logo
12:45 pm - 7:16 pmYYZ-MSN
7h 31m2 stops
United Airlines Logo
5:00 am - 1:43 pmMSN-YYZ
7h 43m2 stops
$535United Airlines
Find Deal
mié., dic. 17 - lun., dic. 22
United Airlines Logo
9:00 am - 3:02 pmYYZ-MSN
7h 02m1 stop
United Airlines Logo
6:00 am - 11:38 amMSN-YYZ
4h 38m1 stop
$549United Airlines
Find Deal
dom., mar. 1 - jue., mar. 5
Multiple Airlines Logo
9:30 am - 1:42 pmYYZ-MSN
29h 12m2 stops
Multiple Airlines Logo
12:10 pm - 11:49 pmMSN-YYZ
10h 39m1 stop
$585Multiple Airlines
Find Deal
dom., nov. 30 - jue., dic. 4
Multiple Airlines Logo
9:35 am - 1:42 pmYYZ-MSN
29h 07m1 stop
Multiple Airlines Logo
12:10 pm - 11:49 pmMSN-YYZ
10h 39m1 stop
$602Multiple Airlines
Find Deal
dom., nov. 30 - jue., dic. 4
Air Canada Logo
8:15 am - 2:54 pmYYZ-MSN
7h 39m2 stops
Air Canada Logo
5:38 pm - 11:59 pmMSN-YYZ
5h 21m1 stop
$642Air Canada
Find Deal
dom., nov. 2 - dom., nov. 9
Air Canada Logo
12:30 am - 2:54 pmYYZ-MSN
15h 24m2 stops
Air Canada Logo
12:19 pm - 7:45 pmMSN-YYZ
6h 26m1 stop
$761Air Canada
Find Deal
vie., nov. 28 - jue., dic. 4
WestJet Logo
6:05 am - 9:00 amYYZ-MSN
3h 55m1 stop
WestJet Logo
1:22 pm - 11:38 pmMSN-YYZ
9h 16m2 stops
$1,266WestJet
Find Deal
sáb., dic. 13 - lun., dic. 15
WestJet Logo
6:05 am - 9:00 amYYZ-MSN
3h 55m1 stop
WestJet Logo
1:22 pm - 11:38 pmMSN-YYZ
9h 16m2 stops
$1,268WestJet
Find Deal
sáb., dic. 13 - lun., dic. 15

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
Nov 2
YYZ5:00 amToronto Pearson Intl
14h 42m
1 stop
MSN6:42 pmMadison Truax Field
Nov 9
MSN8:12 pmMadison Truax Field
13h 40m
1 stop
YYZ10:52 amToronto Pearson Intl
$337
Find similar
American Airlines
Dec 25
YYZ7:30 amToronto Pearson Intl
11h 12m
2 stops
MSN5:42 pmMadison Truax Field
Dec 31
MSN6:18 pmMadison Truax Field
17h 14m
1 stop
YYZ12:32 pmToronto Pearson Intl
$388
Find similar
American Airlines
Dec 17
YYZ6:00 amToronto Pearson Intl
8h 32m
1 stop
MSN1:32 pmMadison Truax Field
Dec 22
MSN8:10 pmMadison Truax Field
13h 46m
1 stop
YYZ10:56 amToronto Pearson Intl
$438
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
Dec 17
YYZ12:45 pmToronto Pearson Intl
7h 31m
2 stops
MSN7:16 pmMadison Truax Field
Dec 22
MSN5:00 amMadison Truax Field
7h 43m
2 stops
YYZ1:43 pmToronto Pearson Intl
$535
Find similar
United Airlines
Mar 1
YYZ9:00 amToronto Pearson Intl
7h 02m
1 stop
MSN3:02 pmMadison Truax Field
Mar 5
MSN6:00 amMadison Truax Field
4h 38m
1 stop
YYZ11:38 amToronto Pearson Intl
$549
Find similar
United Airlines
Mar 1
YYZ3:00 pmToronto Pearson Intl
5h 08m
1 stop
MSN7:08 pmMadison Truax Field
Mar 5
MSN2:40 pmMadison Truax Field
3h 44m
1 stop
YYZ7:24 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 octubre 14, 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

dom. 11/2

5:00 am-6:42 pm

1 stop14h 42m

Madison Truax Field

dom. 11/9

8:12 pm-10:52 am

1 stop13h 40m

$337

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

jue. 12/25

7:30 am-5:42 pm

2 stops11h 12m

Madison Truax Field

mié. 12/31

6:18 pm-12:32 pm

1 stop17h 14m

$388

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

mié. 12/17

12:45 pm-7:16 pm

2 stops7h 31m

Madison Truax Field

lun. 12/22

5:00 am-1:43 pm

2 stops7h 43m

$535

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

dom. 3/1

9:00 am-3:02 pm

1 stop7h 02m

Madison Truax Field

jue. 3/5

6:00 am-11:38 am

1 stop4h 38m

$549

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

dom. 11/30

9:30 am-1:42 pm

2 stops29h 12m

Madison Truax Field

jue. 12/4

12:10 pm-11:49 pm

1 stop10h 39m

$585

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

dom. 11/30

9:35 am-1:42 pm

1 stop29h 07m

Madison Truax Field

jue. 12/4

12:10 pm-11:49 pm

1 stop10h 39m

$602

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

dom. 11/2

8:15 am-2:54 pm

2 stops7h 39m

Madison Truax Field

dom. 11/9

5:38 pm-11:59 pm

1 stop5h 21m

$642

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

vie. 11/28

12:30 am-2:54 pm

2 stops15h 24m

Madison Truax Field

jue. 12/4

12:19 pm-7:45 pm

1 stop6h 26m

$761

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

sáb. 12/13

6:05 am-9:00 am

1 stop3h 55m

Madison Truax Field

lun. 12/15

1:22 pm-11:38 pm

2 stops9h 16m

$1,266

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

sáb. 12/13

6:05 am-9:00 am

1 stop3h 55m

Madison Truax Field

lun. 12/15

1:22 pm-11:38 pm

2 stops9h 16m

$1,268

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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

Direct flights

None
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 3h 55m.

  • 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
Cambridge
Oxford
Windsor
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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