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Madison

$292+ Cheap flights from Ontario to Madison (MSN)

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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap flight deals from Ontario to Madison

Cheapest flights from Ontario to Madison
Explore the most affordable flight options available from Ontario to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 21, 2025.

This American Airlines deal was found by Cheapflights users on 12/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:51 pmYUL - MSN
1 stop4h 49mAmerican Airlines
Fri 1/27:00 amMSN - YUL
1 stop14h 39mAmerican Airlines
Deal found 12/18$642
This United Airlines deal was found by Cheapflights users on 12/18. 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 12/194:45 pmYUL - MSN
1 stop5h 18mUnited Airlines
Thu 1/16:40 amMSN - YUL
1 stop6h 20mUnited Airlines
Deal found 12/18$656
This United Airlines deal was found by Cheapflights users on 12/18. 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.
Sun 12/213:00 pmYUL - MSN
2 stops8h 30mUnited Airlines
Fri 1/26:00 amMSN - YUL
1 stop6h 28mUnited Airlines
Deal found 12/18$657
This United Airlines deal was found by Cheapflights users on 12/19. 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.
Mon 12/293:30 pmYYZ - MSN
1 stop4h 35mUnited Airlines
Sat 1/38:15 amMSN - YYZ
1 stop14h 44mUnited Airlines
Deal found 12/19$664
This FlightHub deal was found by Cheapflights users on 12/20. 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.
Tue 12/306:00 amYYZ - MSN
1 stop5h 10mWestJet
Fri 1/29:45 amMSN - YYZ
1 stop22h 13mWestJet
Deal found 12/20$699
This United Airlines deal was found by Cheapflights users on 12/20. 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 12/307:30 amYYZ - MSN
2 stops7h 24mUnited Airlines
Fri 1/26:40 amMSN - YYZ
2 stops11h 17mUnited Airlines
Deal found 12/20$709
This Air Canada deal was found by Cheapflights users on 12/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:00 amYUL - MSN
2 stops17h 03mAir Canada
Fri 1/25:00 amMSN - YUL
1 stop9h 57mAir Canada
Deal found 12/20$821
This American Airlines deal was found by Cheapflights users on 12/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:08 amYUL - MSN
2 stops11h 33mAmerican Airlines
Thu 1/19:51 amMSN - YUL
2 stops12h 07mAmerican Airlines
Deal found 12/18$1,152

Find flight deals from Ontario to Madison

Keep the following information in mind while searching for Ontario to Madison flight deals. Data was last updated December 21, 2025.

Round-trip from

$312
(United Airlines)

One-way from

$292
(Kiwi.com)

Popular in

July

Cheapest in

December

Average price

$242
From Ontario to Madison Truax Field
Search Deals
One-way flight from Ontario to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 34% potential increase in price ($286 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Ontario 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, Cheapflights users made 2,558,603 searches. Data last updated December 21, 2025.
Use the filters below to find and compare flights from Ontario to Madison that are best for you.

Fly from

Ontario

Fly to

Madison

Route

Depart

Return

Price

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Wed 4/1

10:44 am-9:16 pm

1 stop11h 32m

Madison Truax Field

Sat 4/4

6:30 am-4:38 pm

2 stops9h 08m

$311

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Wed 1/14

6:20 am-11:51 am

1 stop6h 31m

Madison Truax Field

Sun 1/18

12:32 pm-11:54 pm

2 stops10h 22m

$312

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 2/15

6:18 pm-9:13 am

1 stop15h 55m

Madison Truax Field

Sat 2/28

7:42 pm-10:56 am

1 stop14h 14m

$420

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sun 2/15

9:00 pm-2:07 pm

2 stops18h 07m

Madison Truax Field

Sat 2/28

2:48 pm-11:19 pm

1 stop7h 31m

$506

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Thu 1/15

6:00 am-10:39 am

1 stop5h 39m

Madison Truax Field

Mon 1/19

5:06 pm-11:50 pm

1 stop5h 44m

$517

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Wed 1/14

6:00 am-10:39 am

1 stop5h 39m

Madison Truax Field

Sun 1/18

7:00 am-12:04 pm

1 stop4h 04m

$517

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Wed 1/14

6:00 am-10:10 am

1 stop5h 10m

Madison Truax Field

Sun 1/18

6:30 am-3:16 pm

2 stops7h 46m

$517

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Sat 1/17

6:30 am-10:19 am

1 stop4h 49m

Madison Truax Field

Wed 1/21

3:20 pm-9:26 am

1 stop17h 06m

$522

MontrealMadison

YUL - MSN

YULMSN

Montreal Pierre Elliott Trudeau Intl

Thu 1/15

6:00 am-10:10 am

1 stop5h 10m

Madison Truax Field

Mon 1/19

12:32 pm-9:42 pm

2 stops8h 10m

$539

TorontoMadison

YYZ - MSN

YYZMSN

Toronto Pearson Intl

Thu 1/1

11:00 am-3:05 pm

1 stop5h 05m

Madison Truax Field

Thu 1/8

3:48 pm-9:21 pm

1 stop4h 33m

$588

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 16 results
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Best time to book a flight from Ontario to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Ontario 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 Ontario to Madison

What is the cheapest month to book a flight from Region of Ontario to Madison?

Currently, May is the cheapest month in which you can book a flight from Region of Ontario to Madison (average of $148). Flying from Region of Ontario to Madison in July is currently the most expensive (average of $483). 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 Ontario to Madison. 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 into for flights to Madison from Ontario?

    If you book a flight to Madison from Ontario, you will be flying to Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison.

  • How long is the flight from Region of Ontario to Madison?

    United Airlines, American Airlines, and Delta can get you from Region of Ontario to Madison in just under 5h 39m. Your travel time can differ by up to 10h 16m. The distance from Region of Ontario to Madison is about 785 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Region of Ontario to Madison?

    The most popular route from Region of Ontario to Madison is Toronto Pearson Intl - Madison Truax Field. You may also consider Montreal Pierre Elliott Trudeau Intl - Madison Truax Field or Ottawa - Madison Truax Field.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Ontario to Madison 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 Region of Ontario to Madison?

    Currently, May is the cheapest month in which you can book a flight from Region of Ontario to Madison (average of $148). Flying from Region of Ontario to Madison in July is currently the most expensive (average of $483). 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.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Ontario to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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