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$234+ Cheap flights from Madison (MSN) to Toronto (YTO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YTO
May 28 — Jun 41
Thu 5/28
Thu 6/4
1 adult, Economy
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Cheap flight deals from Madison to Toronto

Cheapest flights from Madison to Toronto
Explore the most affordable flight options available from Madison to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:05 pm
MSN
-
YYZ
2 stops26h 50m
Multiple Airlines
Wed 6/177:45 am
YYZ
-
MSN
1 stop10h 40m
Multiple Airlines
Deal found 4/27$451
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:05 pm
MSN
-
YYZ
2 stops26h 50m
Multiple Airlines
Fri 6/128:10 am
YYZ
-
MSN
1 stop26h 04m
Multiple Airlines
Deal found 4/24$459
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/88:37 am
MSN
-
YYZ
1 stop13h 52m
American Airlines
Mon 6/153:13 pm
YYZ
-
MSN
1 stop8h 57m
American Airlines
Deal found 4/27$468
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:05 pm
MSN
-
YYZ
2 stops26h 50m
Multiple Airlines
Sat 6/139:50 am
YYZ
-
MSN
1 stop10h 25m
Multiple Airlines
Deal found 4/27$475
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:37 am
MSN
-
YYZ
1 stop13h 52m
American Airlines
Sun 6/287:25 am
YYZ
-
MSN
1 stop11h 47m
American Airlines
Deal found 4/27$488
This American Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:19 am
MSN
-
YYZ
1 stop14h 10m
American Airlines
Sat 8/17:17 am
YYZ
-
MSN
1 stop7h 50m
American Airlines
Deal found 4/25$509
This WestJet deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/92:45 pm
MSN
-
YHM
2 stops25h 30m
WestJet
Tue 6/166:10 pm
YHM
-
MSN
2 stops29h 52m
WestJet
Deal found 4/25$2,538

Find flight deals from Madison to Toronto

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Toronto (YTO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$451
(Kiwi.com)

One-way from

$234
(Kiwi.com)

Popular in

August

Cheapest in

October

Average price

$548
Provider with most accurate pricing for Madison Truax Field-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Toronto (YTO) flights.
Search Deals
From Madison Truax Field to Toronto (YTO)
Search Deals
One-way flight from Madison Truax Field to Toronto (YTO)
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($199 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($58 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Toronto 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, Cheapflights users made 2,558,603 searches. Data last updated April 28, 2026.
Use the filters below to find and compare flights from Madison to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 6/17

8:37 am-5:44 pm

1 stop8h 07m

Toronto Pearson Intl

Sat 6/20

6:24 pm-7:45 am

1 stop14h 21m

$468

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 6/3

3:53 pm-8:44 pm

1 stop3h 51m

Toronto Pearson Intl

Fri 6/5

1:00 pm-7:01 pm

1 stop7h 01m

$555

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 6/19

5:48 am-5:19 pm

1 stop10h 31m

Toronto Pearson Intl

Tue 6/23

6:00 am-2:19 pm

1 stop9h 19m

$555
Quickest round-trip

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 6/19

3:53 pm-8:44 pm

1 stop3h 51m

Toronto Pearson Intl

Tue 6/23

8:50 am-11:48 am

1 stop3h 58m

$555

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Sat 5/9

6:30 am-11:36 am

1 stop4h 06m

Toronto Pearson Intl

Mon 6/15

2:32 pm-7:43 pm

1 stop6h 11m

$555

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 5/15

2:30 pm-7:37 pm

1 stop4h 07m

Toronto Pearson Intl

Mon 5/18

7:00 am-10:12 am

1 stop4h 12m

$555

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Thu 6/4

6:30 am-11:36 am

1 stop4h 06m

Toronto Pearson Intl

Sat 6/6

6:30 am-11:08 am

1 stop5h 38m

$555

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Tue 6/2

6:30 am-11:49 am

1 stop4h 19m

Toronto Pearson Intl

Sat 6/6

7:00 am-11:38 am

1 stop5h 38m

$555

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Fri 6/19

3:53 pm-8:44 pm

1 stop3h 51m

Toronto Pearson Intl

Sun 6/21

11:00 am-2:57 pm

1 stop4h 57m

$555

MadisonToronto

MSN - YYZ

MSNYYZ

Madison Truax Field

Wed 6/17

6:30 am-2:19 pm

2 stops6h 49m

Toronto Pearson Intl

Sat 6/20

1:00 pm-7:02 pm

1 stop7h 02m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3
  • Most accurate provider: When it comes to deals on Madison-Toronto flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Toronto flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Toronto flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Toronto flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Toronto flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Madison to Toronto

What is the cheapest month to book a flight from Madison to Toronto?

Currently, April is the cheapest month in which you can book a flight from Madison to Toronto (average of $143). Flying from Madison to Toronto in March is currently the most expensive (average of $719). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Toronto

Get insights into the airlines that provide service to Toronto. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Toronto. Reviews last updated April 28, 2026.
Read reviews from past customers who have flown Delta from Madison to Toronto. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,467 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,467 reviews
Delta
7.9
Good
8,467 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Madison to Toronto. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Most people fly from Madison Truax Field (MSN) if they book a flight from Madison to Toronto. On average, Truax Field has 0 outbound flights to Toronto per day from 0 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • How long is the flight from Madison to Toronto?

    For as low as $555, American Airlines can have you in Toronto from Madison in 3h 51m. The distance from Madison to Toronto is about 488 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Madison to Toronto?

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

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

    Yes. Cheapflights offers flight deals from Madison to Toronto by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Toronto?

    Currently, April is the cheapest month in which you can book a flight from Madison to Toronto (average of $143). Flying from Madison to Toronto in March is currently the most expensive (average of $719). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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