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Madison

$184+ Cheap flights from Canada 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MSN
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
1 adult, Economy
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Cheap flight deals from Canada to Madison

Cheapest flights from Canada to Madison
Explore the most affordable flight options available from Canada to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.

This United Airlines deal was found by Cheapflights users on 3/15. 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 5/15:25 pm
YOW
-
MSN
1 stop6h 29m
United Airlines
Tue 5/58:10 am
MSN
-
YOW
1 stop4h 49m
United Airlines
Deal found 3/15$307
This United Airlines deal was found by Cheapflights users on 3/15. 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 8/116:00 am
YOW
-
MSN
2 stops9h 53m
United Airlines
Thu 8/138:10 am
MSN
-
YOW
1 stop4h 49m
United Airlines
Deal found 3/15$308
This WestJet deal was found by Cheapflights users on 3/18. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:30 pm
YHZ
-
MSN
1 stop19h 16m
WestJet
Mon 9/146:15 am
MSN
-
YHZ
2 stops23h 55m
WestJet
Deal found 3/18$381
This FlightHub deal was found by Cheapflights users on 3/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/28:00 pm
YHZ
-
MSN
2 stops27h 57m
WestJet
Sat 8/89:26 am
MSN
-
YHZ
1 stop10h 19m
WestJet
Deal found 3/18$389
This United Airlines deal was found by Cheapflights users on 3/14. 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.
Wed 4/151:59 pm
YVR
-
MSN
1 stop16h 57m
United Airlines
Fri 4/178:35 pm
MSN
-
YVR
1 stop16h 58m
United Airlines
Deal found 3/14$404
This Delta deal was found by Cheapflights users on 3/17. 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.
Tue 8/116:55 am
YOW
-
MSN
2 stops16h 40m
Delta
Thu 8/137:00 am
MSN
-
YOW
2 stops9h 35m
Delta
Deal found 3/17$417
This WestJet deal was found by Cheapflights users on 3/14. 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.
Sat 11/76:00 am
YHZ
-
MSN
2 stops16h 45m
WestJet
Tue 11/106:15 am
MSN
-
YHZ
2 stops41h 27m
WestJet
Deal found 3/14$424
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Sat 5/210:00 am
YOW
-
MSN
2 stops10h 07m
United Airlines
Sat 5/96:30 am
MSN
-
YOW
1 stop6h 29m
United Airlines
Deal found 3/18$429
This United Airlines deal was found by Cheapflights users on 3/15. 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 4/186:00 am
YYC
-
MSN
1 stop7h 38m
United Airlines
Tue 4/216:30 am
MSN
-
YYC
1 stop6h 02m
United Airlines
Deal found 3/15$445
This American Airlines deal was found by Cheapflights users on 3/18. 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.
Wed 7/1511:59 pm
YVR
-
MSN
1 stop8h 39m
American Airlines
Wed 7/228:19 am
MSN
-
YVR
1 stop16h 40m
American Airlines
Deal found 3/18$452
This Kissandfly.com deal was found by Cheapflights users on 3/16. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:15 pm
YHZ
-
MSN
2 stops15h 54m
WestJet
Thu 5/78:55 pm
MSN
-
YHZ
2 stops17h 03m
WestJet
Deal found 3/16$457
This Kissandfly.com deal was found by Cheapflights users on 3/16. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/302:50 pm
YHZ
-
MSN
1 stop7h 55m
Lufthansa
Thu 5/78:55 pm
MSN
-
YHZ
2 stops17h 03m
Lufthansa
Deal found 3/16$474

Find flight deals from Canada to Madison

Keep the following information in mind while searching for Canada to Madison flight deals. Data was last updated March 19, 2026.

Round-trip from

$307
(United Airlines)

One-way from

$184
(United Airlines)

Popular in

August

Cheapest in

March

Average price

$281
From Canada to Madison Truax Field
Search Deals
One-way flight from Canada to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($278 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($64 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Canada 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 March 19, 2026.
Use the filters below to find and compare flights from Canada to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Tue 8/11

6:00 am-2:53 pm

2 stops9h 53m

Madison Truax Field

Thu 8/13

8:10 am-1:59 pm

1 stop4h 49m

$308

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Fri 5/1

5:25 pm-10:54 pm

1 stop6h 29m

Madison Truax Field

Tue 5/5

5:48 pm-9:11 am

2 stops14h 23m

$308

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Fri 9/11

3:30 pm-8:46 am

1 stop19h 16m

Madison Truax Field

Mon 9/14

6:15 am-8:10 am

2 stops23h 55m

$381

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Sun 8/2

8:00 pm-9:57 pm

2 stops27h 57m

Madison Truax Field

Sat 8/8

9:26 am-9:45 pm

1 stop10h 19m

$389

VancouverMadison

YVR - MSN

YVRMSN

Vancouver Intl

Wed 4/15

1:59 pm-8:56 am

1 stop16h 57m

Madison Truax Field

Fri 4/17

8:35 pm-11:33 am

1 stop16h 58m

$404

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Tue 8/11

6:55 am-10:35 pm

2 stops16h 40m

Madison Truax Field

Thu 8/13

7:00 am-5:35 pm

2 stops9h 35m

$417

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 4/18

6:00 am-2:38 pm

1 stop7h 38m

Madison Truax Field

Tue 4/21

6:30 am-11:32 am

1 stop6h 02m

$445

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Thu 4/30

8:15 pm-10:09 am

2 stops15h 54m

Madison Truax Field

Thu 5/7

8:55 pm-3:58 pm

2 stops17h 03m

$457

OttawaMadison

YOW - MSN

YOWMSN

Ottawa

Sat 5/16

6:00 am-7:07 pm

2 stops14h 07m

Madison Truax Field

Thu 5/21

8:10 am-9:35 pm

1 stop12h 25m

$461

HalifaxMadison

YHZ - MSN

YHZMSN

Halifax Intl

Thu 4/30

2:50 pm-8:45 pm

1 stop7h 55m

Madison Truax Field

Thu 5/7

8:55 pm-3:58 pm

2 stops17h 03m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Canada to Madison

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

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

Currently, May is the cheapest month in which you can book a flight from Canada to Madison (average of $148). Flying from Canada to Madison in December is currently the most expensive (average of $434). 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 Canada 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 Canada?

    Madison Truax Field (MSN) is the airport you will fly into if you book a flight from Canada to Madison. It is only a 5.4 mi journey from Truax Field (MSN) to Madison’s city center.

  • How long is the flight from Canada to Madison?

    United Airlines, WestJet, and American Airlines can get you from Canada to Madison in just under 6h 29m. Your travel time can differ by up to 21h 28m. There are 692 mi between Canada and Madison. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Canada to Madison one-way?

    $207 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $239 and $280, respectively.

  • What are the most popular routes from Canada to Madison?

    While some choose either Vancouver Intl - Madison Truax Field or Calgary - Madison Truax Field, Toronto Pearson Intl - Madison Truax Field is the most popular route from Canada to Madison.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Canada 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 Canada to Madison?

    Currently, May is the cheapest month in which you can book a flight from Canada to Madison (average of $148). Flying from Canada to Madison in December is currently the most expensive (average of $434). 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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See prices for flight routes from nearby airports that may be better suited for you.
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