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Wisconsin

$122+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MKE
Aug 30 — Sep 61
Sun 8/30
Sun 9/6
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 July 31, 2026.

This United Airlines deal was found by Cheapflights users on 7/30. 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 9/48:50 am
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Tue 9/89:18 pm
ORD
-
YYZ
Nonstop1h 41m
United Airlines
Deal found 7/30$204
This Trip.com deal was found by Cheapflights users on 7/27. 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.
Mon 9/288:05 am
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Wed 9/3011:05 am
ORD
-
YYZ
1 stop6h 07m
Air Canada
Deal found 7/27$205
This Trip.com deal was found by Cheapflights users on 7/27. 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 9/106:50 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Sun 9/135:35 pm
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 7/27$206
This Trip.com deal was found by Cheapflights users on 7/30. 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 8/209:30 am
YTZ
-
ORD
1 stop6h 14m
Air Canada
Sun 8/238:40 am
ORD
-
YTZ
1 stop6h 11m
Air Canada
Deal found 7/30$206
This Air Canada deal was found by Cheapflights users on 7/30. 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 9/42:00 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Tue 9/88:40 pm
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Deal found 7/30$207
This Trip.com deal was found by Cheapflights users on 7/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:00 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Mon 9/288:40 pm
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Deal found 7/26$208
This Trip.com deal was found by Cheapflights users on 7/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:45 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Sun 9/67:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Deal found 7/29$208
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:27 pm
YYZ
-
ORD
Nonstop2h 03m
United Airlines
Tue 9/159:18 pm
ORD
-
YYZ
Nonstop1h 41m
United Airlines
Deal found 7/28$209
This FlightHub deal was found by Cheapflights users on 7/30. 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 9/2512:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Tue 9/295:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Deal found 7/30$209
This Air Canada deal was found by Cheapflights users on 7/28. 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.
Wed 9/29:30 am
YTZ
-
ORD
1 stop6h 25m
Air Canada
Wed 9/97:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Deal found 7/28$209
This Air Canada deal was found by Cheapflights users on 7/28. 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.
Wed 9/26:55 pm
YYZ
-
ORD
Nonstop1h 57m
Air Canada
Wed 9/99:55 am
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 7/28$210
This FlightHub deal was found by Cheapflights users on 7/30. 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 9/1512:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Thu 9/175:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Deal found 7/30$210

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 July 31, 2026.

Round-trip from

$204
(United Airlines)

One-way from

$122
(FlightHub)
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 July 31, 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

Wed 9/2

2:45 pm-3:51 pm

Nonstop2h 06m

Chicago O'Hare Intl

Sat 9/12

12:16 pm-6:28 pm

1 stop5h 12m

$229

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 9/14

7:00 am-8:00 am

Nonstop2h 00m

Chicago O'Hare Intl

Wed 9/16

5:53 pm-8:44 pm

Nonstop1h 51m

$236

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/11

11:00 am-12:00 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 9/13

8:42 am-7:02 pm

1 stop9h 20m

$237

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/18

12:08 pm-6:26 pm

1 stop7h 18m

Chicago O'Hare Intl

Mon 9/28

5:10 pm-10:59 pm

1 stop4h 49m

$243

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 9/19

6:00 am-10:37 am

1 stop5h 37m

Chicago O'Hare Intl

Wed 9/30

7:05 am-3:15 pm

1 stop7h 10m

$243

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 9/9

7:30 am-12:59 pm

1 stop6h 29m

Chicago O'Hare Intl

Sat 9/12

3:55 pm-10:23 pm

1 stop5h 28m

$243

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 9/15

12:45 pm-6:37 pm

1 stop6h 52m

Chicago O'Hare Intl

Tue 9/22

12:55 pm-7:02 pm

1 stop5h 07m

$243

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 11/22

6:00 am-10:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Sat 11/28

8:40 am-12:35 pm

Nonstop3h 55m

$252
Quickest round-trip

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/4

8:50 am-9:53 am

Nonstop2h 03m

Chicago O'Hare Intl

Mon 9/7

9:15 pm-11:59 pm

Nonstop1h 44m

$265

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 8/21

12:45 pm-4:59 pm

1 stop5h 14m

Chicago O'Hare Intl

Sun 8/30

8:50 pm-11:36 pm

Nonstop1h 46m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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, November is the cheapest month in which you can book a flight from Canada to Wisconsin (average of $407). Flying from Canada to Wisconsin in June is currently the most expensive (average of $652). 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 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 03m. United Airlines provides one of the quickest options available for as low as $204. 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 $163 and $234 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, November is the cheapest month in which you can book a flight from Canada to Wisconsin (average of $407). Flying from Canada to Wisconsin in June is currently the most expensive (average of $652). 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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