Wisconsin

$115+ 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MKE
Apr 16 — Apr 231
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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 March 17, 2026.

This Trip.com 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 Trip.com 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
Fri 5/88:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 3/17$190
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:15 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Sun 4/1212:50 pm
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 3/17$192
This Trip.com deal was found by Cheapflights users on 3/12. 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 6/54:30 pm
YUL
-
ORD
1 stop4h 46m
Air Canada
Mon 6/87:25 am
ORD
-
YUL
1 stop5h 20m
Air Canada
Deal found 3/12$193
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:30 pm
YUL
-
ORD
Nonstop2h 38m
Air Canada
Sun 5/108:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 3/14$194
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:05 am
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Mon 9/77:00 am
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 3/17$194
This SmartFares deal was found by Cheapflights users on 3/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/109:15 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Mon 4/138:40 am
ORD
-
YUL
Nonstop2h 11m
Air Canada
Deal found 3/13$195
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:15 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Sun 4/264:15 pm
ORD
-
YUL
1 stop4h 36m
Air Canada
Deal found 3/17$199
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:30 pm
YUL
-
ORD
Nonstop2h 35m
Air Canada
Thu 4/912:50 pm
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 3/17$200
This Air Canada 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 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
Sat 5/238:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 3/16$201
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/259:15 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Sun 4/266:40 pm
ORD
-
YUL
1 stop4h 51m
Air Canada
Deal found 3/14$203
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sun 9/133:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 3/17$204
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sun 9/133:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 3/16$205

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 March 17, 2026.

Round-trip from

$190
(Trip.com)

One-way from

$115
(Kiwi.com)
From Canada to Wisconsin
One-way flight from Canada to Wisconsin

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 March 17, 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

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 4/17

1:27 pm-12:30 am

1 stop10h 03m

Chicago O'Hare Intl

Tue 4/21

8:42 am-11:32 am

Nonstop3h 50m

$227

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 6/12

4:30 pm-8:16 pm

1 stop4h 46m

Chicago O'Hare Intl

Sun 6/14

7:25 am-1:45 pm

1 stop5h 20m

$230

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 5/1

6:30 pm-8:08 pm

Nonstop2h 38m

Chicago O'Hare Intl

Tue 5/5

8:45 am-12:00 pm

Nonstop2h 15m

$230

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 4/16

6:00 am-10:19 am

1 stop5h 19m

Chicago O'Hare Intl

Thu 4/23

7:10 am-5:40 pm

1 stop9h 30m

$235

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 6/6

12:49 pm-8:14 pm

1 stop8h 25m

Chicago O'Hare Intl

Fri 6/12

1:15 pm-11:56 pm

1 stop9h 41m

$249

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 4/18

12:42 pm-6:48 pm

1 stop7h 06m

Chicago O'Hare Intl

Tue 4/21

11:19 am-5:40 pm

1 stop5h 21m

$249

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 4/16

6:45 pm-11:59 pm

1 stop6h 14m

Chicago O'Hare Intl

Sun 4/19

7:00 am-11:59 am

1 stop3h 59m

$249

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 5/8

5:06 pm-8:14 pm

1 stop4h 08m

Chicago O'Hare Intl

Sun 5/10

6:00 am-5:42 pm

1 stop10h 42m

$251
Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 6/8

7:20 pm-8:16 pm

Nonstop1h 56m

Chicago O'Hare Intl

Wed 6/10

7:25 am-10:06 am

Nonstop1h 41m

$273

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 5/16

6:00 am-12:56 pm

1 stop7h 56m

Chicago O'Hare Intl

Tue 5/19

7:07 am-5:43 pm

1 stop9h 36m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

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 $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 March 17, 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.

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

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

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

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 4h 46m. United Airlines provides one of the quickest options available for as low as $230. Canada and Wisconsin are separated by a distance of 745 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 $234 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 $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.

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 March 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$285Average$301FlexibilityNo cancel feeOn-time69%

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