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Wisconsin

$86+ 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MKE
May 29 — Jun 51
Fri 5/29
Fri 6/5
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 April 29, 2026.

This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:00 am
YXX
-
ORD
1 stop8h 40m
WestJet
Sun 5/245:30 pm
ORD
-
YXX
1 stop6h 55m
WestJet
Deal found 4/27$155
This Trip.com deal was found by Cheapflights users on 4/28. 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 5/216:00 am
YXX
-
ORD
1 stop8h 40m
WestJet
Mon 5/255:30 pm
ORD
-
YXX
1 stop6h 55m
WestJet
Deal found 4/28$167
This FlightHub deal was found by Cheapflights users on 4/28. 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.
Thu 5/216:00 am
YXX
-
ORD
1 stop8h 40m
WestJet
Tue 5/265:30 pm
ORD
-
YXX
1 stop6h 55m
WestJet
Deal found 4/28$171
This FlightHub deal was found by Cheapflights users on 4/28. 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.
Wed 5/2012:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Tue 5/265:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Deal found 4/28$175
This Justfly.com deal was found by Cheapflights users on 4/28. 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.
Tue 5/2612:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Fri 5/295:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Deal found 4/28$177
This oojo deal was found by Cheapflights users on 4/28. 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.
Thu 5/216:00 am
YXX
-
ORD
1 stop8h 40m
WestJet
Wed 5/275:30 pm
ORD
-
YXX
1 stop26h 05m
WestJet
Deal found 4/28$185
This WestJet deal was found by Cheapflights users on 4/28. 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.
Thu 5/216:00 am
YXX
-
ORD
1 stop8h 40m
WestJet
Fri 5/295:30 pm
ORD
-
YXX
1 stop6h 55m
WestJet
Deal found 4/28$186
This American Airlines deal was found by Cheapflights users on 4/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:15 am
YYC
-
ORD
Nonstop3h 30m
American Airlines
Sun 6/78:50 pm
ORD
-
YYC
Nonstop3h 52m
American Airlines
Deal found 4/26$201
This FlightHub deal was found by Cheapflights users on 4/28. 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.
Thu 5/216:00 am
YXX
-
ORD
1 stop8h 40m
WestJet
Sat 5/235:30 pm
ORD
-
YXX
1 stop23h 25m
WestJet
Deal found 4/28$202
This Justfly.com deal was found by Cheapflights users on 4/28. 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.
Tue 8/256:00 am
YVR
-
MSP
1 stop5h 25m
WestJet
Mon 9/72:55 pm
MSP
-
YVR
1 stop6h 15m
WestJet
Deal found 4/28$203
This Justfly.com deal was found by Cheapflights users on 4/29. 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.
Mon 8/246:00 am
YVR
-
MSP
1 stop6h 05m
WestJet
Mon 9/72:55 pm
MSP
-
YVR
1 stop6h 15m
WestJet
Deal found 4/29$204
This Air Canada deal was found by Cheapflights users on 4/28. 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 5/226:40 pm
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Tue 5/268:35 pm
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 4/28$206

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 April 29, 2026.

Round-trip from

$155
(oojo)

One-way from

$86
(ezTravel 易遊網)
From Canada to Wisconsin
Search Deals
One-way flight from Canada to Wisconsin
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 April 29, 2026.
Use the filters below to find and compare flights from Canada to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 6/25

11:00 am-12:00 pm

Nonstop2h 00m

Chicago O'Hare Intl

Tue 6/30

7:09 am-9:54 am

Nonstop1h 45m

$215

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 5/23

7:00 am-8:00 am

Nonstop2h 00m

Chicago O'Hare Intl

Sat 5/30

9:55 pm-10:04 am

1 stop11h 09m

$228

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

7:00 am-8:00 am

Nonstop2h 00m

Chicago O'Hare Intl

Wed 6/10

7:09 am-9:54 am

Nonstop1h 45m

$229

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 5/22

9:00 pm-10:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

Mon 5/25

9:20 pm-11:59 pm

Nonstop1h 39m

$229

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 5/9

6:45 am-9:53 pm

2 stops14h 08m

Chicago O'Hare Intl

Mon 5/11

12:30 pm-8:30 pm

1 stop9h 00m

$230

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 7/1

11:00 am-12:00 pm

Nonstop2h 00m

Chicago O'Hare Intl

Wed 7/8

5:55 pm-8:44 pm

Nonstop1h 49m

$231

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 7/10

7:00 am-8:00 am

Nonstop2h 00m

Chicago O'Hare Intl

Sun 7/12

9:15 pm-11:59 pm

Nonstop1h 44m

$231

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 6/30

8:50 am-9:50 am

Nonstop2h 00m

Chicago O'Hare Intl

Wed 7/8

5:55 pm-8:44 pm

Nonstop1h 49m

$231

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 5/12

5:05 pm-10:36 pm

1 stop6h 31m

Chicago O'Hare Intl

Thu 5/14

7:00 am-1:30 pm

1 stop5h 30m

$234

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 5/23

10:45 am-10:07 pm

1 stop12h 22m

Chicago O'Hare Intl

Thu 5/28

1:18 pm-11:54 pm

1 stop9h 36m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $419). 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 April 29, 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
9,680 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,680 reviews
United Airlines
7.4
Good
9,680 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 1h 55m. United Airlines provides one of the quickest options available for as low as $251. Canada and Wisconsin are separated by a distance of 445 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 $207 and $273 on United Airlines and WestJet, 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 $419). 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

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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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$285Average$292FlexibilityNo cancel feeOn-time69%

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