$221+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YTO
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Toronto with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Madison to TorontoExplore 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 August 23, 2026.
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 August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/2810:33 am -
2 stops12h 22m
Tue 11/312:20 pm -
1 stop22h 33m
Deal found 8/21![Multiple Airlines logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/2810:33 am -
2 stops27h 47m
Mon 11/26:30 am -
1 stop28h 20m
Deal found 8/21![Multiple Airlines logo]()
$502
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 9/96:35 pm -
1 stop3h 24m
Fri 9/111:30 pm -
2 stops21h 23m
Deal found 8/22![Multiple Airlines logo]()
$516
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 11/410:33 am -
1 stop11h 22m
Sun 11/86:30 am -
1 stop11h 50m
Deal found 8/22![Multiple Airlines logo]()
$524
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Sun 9/276:00 pm -
1 stop25h 05m
Tue 9/296:00 am -
1 stop3h 52m
Deal found 8/20![Multiple Airlines logo]()
$555
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Mon 10/56:37 pm -
1 stop21h 42m
Mon 10/127:45 am -
1 stop27h 05m
Deal found 8/23![Multiple Airlines logo]()
$556
This FlightHub deal was found by Cheapflights users on 8/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:48 pm -
1 stop4h 08m
Sat 10/246:00 am -
1 stop3h 47m
Deal found 8/20![WestJet logo]()
$562
Best flights from Madison to TorontoDiscover carefully curated flight deals from Madison to Toronto that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Madison to Toronto that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 9/99:32 am -
1 stop4h 43m
Fri 9/118:10 am -
1 stop26h 43m
Deal found 8/22![Multiple Airlines logo]()
$531
This FlightHub deal was found by Cheapflights users on 8/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:00 pm -
1 stop3h 56m
Thu 10/296:00 am -
1 stop3h 47m
Deal found 8/22![WestJet logo]()
$580
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:10 am -
1 stop4h 53m
Sat 11/288:35 am -
1 stop4h 19m
Deal found 8/19![United Airlines logo]()
$582
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Mon 10/56:37 pm -
1 stop21h 42m
Mon 10/127:45 am -
1 stop27h 05m
Deal found 8/23![Multiple Airlines logo]()
$556
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:10 pm -
2 stops6h 44m
Sat 10/248:50 am -
1 stop5h 47m
Deal found 8/20![United Airlines logo]()
$592
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Sun 10/46:00 pm -
2 stops26h 55m
Sun 10/117:00 am -
1 stop11h 20m
Deal found 8/20![Multiple Airlines logo]()
$572
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:10 am -
1 stop4h 32m
Sat 10/38:50 am -
1 stop4h 04m
Deal found 8/22![United Airlines logo]()
$604
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 9/276:00 am -
1 stop4h 35m
Mon 9/281:50 pm -
2 stops22h 45m
Deal found 8/18![Multiple Airlines logo]()
$600
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:57 pm -
1 stop4h 37m
Thu 12/39:00 pm -
1 stop12h 39m
Deal found 8/19![United Airlines logo]()
$604
Last-minute flights from Madison to TorontoDiscover last-minute flight deals from Madison to Toronto. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Toronto. Data last updated August 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Fri 9/46:05 am -
1 stop4h 30m
Tue 9/86:30 am -
2 stops28h 23m
Deal found 8/20![Multiple Airlines logo]()
$570
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Fri 9/49:06 am -
1 stop8h 28m
Wed 9/94:45 pm -
2 stops25h 35m
Deal found 8/19![Multiple Airlines logo]()
$598
This Justfly.com deal was found by Cheapflights users on 8/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:05 am -
1 stop4h 30m
Mon 9/77:24 pm -
1 stop4h 36m
Deal found 8/19![WestJet logo]()
$620
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:32 am -
1 stop6h 52m
Tue 9/86:00 am -
1 stop7h 44m
Deal found 8/20![Delta logo]()
$625
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 9/96:35 pm -
1 stop3h 24m
Fri 9/111:30 pm -
2 stops21h 23m
Deal found 8/22![Multiple Airlines logo]()
$516
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Sun 9/276:00 pm -
1 stop25h 05m
Tue 9/296:00 am -
1 stop3h 52m
Deal found 8/20![Multiple Airlines logo]()
$555
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 9/276:00 am -
1 stop4h 35m
Mon 9/289:50 am -
1 stop26h 45m
Deal found 8/18![Multiple Airlines logo]()
$565
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:10 am -
1 stop4h 32m
Sat 10/38:50 am -
1 stop4h 04m
Deal found 8/20![United Airlines logo]()
$604
One-way flights from Madison to TorontoSearch for one-way flight options from Madison to Toronto. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Madison to Toronto. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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.
Tue 11/1710:30 am -
1 stop27h 53m
Deal found 8/22![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/910:33 am -
2 stops26h 32m
Deal found 8/20![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 9/276:00 pm -
1 stop21h 40m
Deal found 8/18![Multiple Airlines logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Thu 10/226:00 pm -
1 stop28h 35m
Deal found 8/20![Multiple Airlines logo]()
$236
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:10 pm -
1 stop6h 49m
Deal found 8/19![United Airlines logo]()
$254
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Wed 9/97:53 am -
1 stop5h 39m
Deal found 8/20![American Airlines logo]()
$262
This United Airlines deal was found by Cheapflights users on 8/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:10 am -
1 stop6h 36m
Deal found 8/18![United Airlines logo]()
$274
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:00 am -
2 stops8h 25m
Deal found 8/22![United Airlines logo]()
$278
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 August 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $485 (Kiwi.com) |
One-way from | $221 (Kiwi.com) |
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 7,457,451 searches. Data last updated August 23, 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
Cheapest round-trip
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Wed 9/9
9:32 am-3:15 pm
1 stop4h 43m
Toronto Pearson Intl
Fri 9/11
8:10 am-9:53 am
1 stop26h 43m
$531
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Mon 10/5
6:37 pm-5:19 pm
1 stop21h 42m
Toronto Pearson Intl
Mon 10/12
7:45 am-9:50 am
1 stop27h 05m
$556
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Sun 10/4
6:00 pm-9:55 pm
2 stops26h 55m
Toronto Pearson Intl
Sun 10/11
7:00 am-5:20 pm
1 stop11h 20m
$572
Quickest round-trip
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Fri 10/23
6:00 pm-10:56 pm
1 stop3h 56m
Toronto Pearson Intl
Thu 10/29
6:00 am-8:47 am
1 stop3h 47m
$580
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Tue 11/24
8:10 am-2:03 pm
1 stop4h 53m
Toronto Pearson Intl
Sat 11/28
8:35 am-11:54 am
1 stop4h 19m
$582
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Sat 10/17
4:10 pm-11:54 pm
2 stops6h 44m
Toronto Pearson Intl
Sat 10/24
8:50 am-1:37 pm
1 stop5h 47m
$592
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Sun 9/27
6:00 am-11:35 am
1 stop4h 35m
Toronto Pearson Intl
Mon 9/28
1:50 pm-11:35 am
2 stops22h 45m
$600
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Tue 9/29
8:10 am-1:42 pm
1 stop4h 32m
Toronto Pearson Intl
Sat 10/3
8:50 am-11:54 am
1 stop4h 04m
$604
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Tue 12/1
3:57 pm-9:34 pm
1 stop4h 37m
Toronto Pearson Intl
Thu 12/3
9:00 pm-8:39 am
1 stop12h 39m
$604
Cheapest one-way
MadisonToronto
MSN Madison Truax Field - YYZ Toronto Pearson Intl
MSNYYZ
Madison Truax Field
Tue 11/17
10:30 am-3:23 pm
1 stop27h 53m
$221
Showing 1-10 of 17 resultsSorted by cheapest first
- 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.
MSN-YTO
MSN-YYZ
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
MSN-YTO
MSN-YYZ
What is the cheapest month to book a flight from Madison to Toronto?
Currently, October is the cheapest month in which you can book a flight from Madison to Toronto (average of $326). Flying from Madison to Toronto in August is currently the most expensive (average of $2,488). 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.
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.
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