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Wisconsin

$99+ Cheap flights from Canada to Wisconsin

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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MKE
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Canada to Wisconsin

Cheapest flights from Canada to Wisconsin
Explore the most affordable flight options available from Canada to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This oojo deal was found by Cheapflights users on 1/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2712:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Fri 5/15:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Deal found 1/25$180
This Air Canada deal was found by Cheapflights users on 1/26. 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.
Wed 3/256:25 pm
YUL
-
ORD
Nonstop2h 45m
Air Canada
Mon 3/3012:50 pm
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 1/26$182
This Air Canada deal was found by Cheapflights users on 1/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:30 pm
YUL
-
ORD
Nonstop2h 38m
Air Canada
Mon 5/48:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 1/27$184
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:00 am
YYC
-
ORD
1 stop12h 54m
United Airlines
Wed 4/810:49 am
ORD
-
YYC
1 stop11h 59m
United Airlines
Deal found 1/25$186
This Ticket deal was found by Cheapflights users on 1/26. 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 Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:15 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Mon 2/238:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 1/26$187
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:00 am
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Sun 6/219:15 pm
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 1/27$189
This Air Canada deal was found by Cheapflights users on 1/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/112:15 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Wed 3/183:55 pm
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 1/27$190
This Trip.com deal was found by Cheapflights users on 1/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:15 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Sun 6/148:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 1/27$190
This Kissandfly.com deal was found by Cheapflights users on 1/27. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:45 am
YYZ
-
ORD
Nonstop2h 05m
Lufthansa
Mon 2/236:28 pm
ORD
-
YYZ
Nonstop1h 53m
Lufthansa
Deal found 1/27$192
This Booking.com deal was found by Cheapflights users on 1/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:15 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Sun 6/148:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 1/25$192
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/128:55 am
YYC
-
MSP
1 stop5h 08m
WestJet
Thu 3/194:45 pm
MSP
-
YYC
1 stop6h 53m
WestJet
Deal found 1/26$195
This Air Canada deal was found by Cheapflights users on 1/26. 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.
Sat 2/214:00 pm
YYZ
-
ORD
1 stop5h 10m
Air Canada
Tue 2/2410:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 1/26$196

Find flight deals from Canada to Wisconsin

Keep the following information in mind while searching for Canada to Wisconsin flight deals. Data was last updated January 27, 2026.

Round-trip from

$180
(oojo)

One-way from

$99
(Kiwi.com)

Popular in

August

Cheapest in

April

Average price

$456
From Canada to Wisconsin
Search Deals
One-way flight from Canada to Wisconsin
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Canada to Wisconsin 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 January 27, 2026.
Use the filters below to find and compare flights from Canada to Wisconsin that are best for you.

Fly from

Canada

Fly to

Wisconsin

Route

Depart

Return

Price

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 3/26

9:25 am-11:18 am

Nonstop2h 53m

Chicago O'Hare Intl

Mon 3/30

12:50 pm-4:05 pm

Nonstop2h 15m

$182

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 5/6

8:50 am-9:50 am

Nonstop2h 00m

Chicago O'Hare Intl

Sat 5/9

9:15 pm-11:59 pm

Nonstop1h 44m

$189

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 3/10

7:00 am-11:18 am

1 stop5h 18m

Chicago O'Hare Intl

Tue 3/31

12:50 pm-7:52 pm

1 stop6h 02m

$196

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 2/17

9:00 pm-10:04 pm

Nonstop2h 04m

Chicago O'Hare Intl

Tue 2/24

2:30 pm-9:24 pm

1 stop5h 54m

$199

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

2:50 pm-11:12 pm

1 stop9h 22m

Chicago O'Hare Intl

Tue 6/9

3:00 pm-5:58 pm

Nonstop1h 58m

$205

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 2/19

4:45 pm-6:45 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sun 2/22

10:35 am-2:00 pm

Nonstop2h 25m

$207

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 2/24

8:30 pm-11:06 am

1 stop15h 36m

Chicago O'Hare Intl

Tue 3/3

12:50 pm-7:55 pm

1 stop6h 05m

$212

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 2/21

2:13 pm-11:43 pm

1 stop10h 30m

Chicago O'Hare Intl

Sun 2/22

8:50 am-7:48 pm

1 stop9h 58m

$212

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 2/25

7:40 pm-11:43 pm

1 stop5h 03m

Chicago O'Hare Intl

Thu 2/26

6:00 am-11:48 am

1 stop4h 48m

$214

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 4/23

6:45 am-10:53 am

1 stop5h 08m

Chicago O'Hare Intl

Mon 5/4

8:45 am-3:52 pm

1 stop6h 07m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 60 results
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Best time to book a flight from Canada to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin 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 Wisconsin

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

Currently, May is the cheapest month in which you can book a flight from Canada to Wisconsin (average of $148). Flying from Canada to Wisconsin 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.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated January 27, 2026.
Read reviews from past customers who have flown United Airlines from Canada to Wisconsin. 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.
United Airlines
7.4
Good
9,204 reviews

Overall

7.4

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,204 reviews
United Airlines
7.4
Good
9,204 reviews

Overall

7.4

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

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

  • How long is the flight from Canada to Wisconsin?

    A quick flight from Canada to Wisconsin can take about 2h. Air Canada provides one of the quickest options available for as low as $189. Canada and Wisconsin are separated by a distance of 436 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $155. Users have also found prices from $166 and $207 on American Airlines and United Airlines, respectively.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Canada to Wisconsin (average of $148). Flying from Canada to Wisconsin 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Canada to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Canada to Wisconsin

Discover the top airline that operate flights from Canada to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$285Average$301FlexibilityNo cancel feeOn-time69%

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