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$63+ Cheap flights from Wisconsin to Canada

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.
MKE — YYZ
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Wisconsin to Canada

Cheapest flights from Wisconsin to Canada
Explore the most affordable flight options available from Wisconsin to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

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.
Fri 4/242:20 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 4/2712:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/26$164
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/102:20 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 4/139:00 am
YYC
-
ORD
Nonstop3h 35m
WestJet
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.
Wed 4/158:42 am
ORD
-
YYC
Nonstop3h 50m
United Airlines
Wed 4/2212:34 pm
YYC
-
ORD
Nonstop3h 27m
United Airlines
Deal found 1/25$185
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.
Fri 4/242:20 pm
ORD
-
YXX
1 stop7h 20m
WestJet
Sun 4/266:00 am
YXX
-
ORD
1 stop8h 40m
WestJet
Deal found 1/27$185
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:50 pm
ORD
-
YYC
1 stop8h 08m
Air Canada
Wed 5/136:30 am
YYC
-
ORD
1 stop7h 25m
Air Canada
Deal found 1/26$187
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/188:45 am
ORD
-
YTZ
1 stop6h 06m
Air Canada
Sun 6/217:20 pm
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Deal found 1/27$188
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Mon 2/232:15 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 1/26$189
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.
Wed 5/205:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 5/3012:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/26$191
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.
Fri 4/32:20 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 4/109:00 am
YYC
-
ORD
Nonstop3h 35m
WestJet
Deal found 1/26$193
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/132:00 pm
ORD
-
YYZ
Nonstop1h 39m
Air Canada
Fri 3/204:50 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 1/27$193
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:49 pm
ORD
-
YYC
1 stop17h 55m
American Airlines
Wed 3/41:40 pm
YYC
-
ORD
Nonstop3h 40m
American Airlines
Deal found 1/26$195
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Fri 2/206:40 pm
YYZ
-
ORD
Nonstop2h 05m
Air Canada
Deal found 1/26$197

Find flight deals from Wisconsin to Canada

Keep the following information in mind while searching for Wisconsin to Canada flight deals. Data was last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$164
(Kiwi.com)

One-way from

$63
(Kiwi.com)

Popular in

October

Cheapest in

March

Average price

$362
Provider with most accurate pricing for Milwaukee-Mitchell-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Toronto (YTO) flights.
Search Deals
From Wisconsin to Canada
Search Deals
One-way flight from Wisconsin to Canada
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($89 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 Wisconsin to Canada 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 28, 2026.
Use the filters below to find and compare flights from Wisconsin to Canada that are best for you.

Fly from

Wisconsin

Fly to

Canada

Route

Depart

Return

Price

ChicagoAbbotsford

ORD - YXX

ORDYXX

Chicago O'Hare Intl

Fri 4/24

2:20 pm-7:40 pm

1 stop7h 20m

Abbotsford

Sun 4/26

6:00 am-4:40 pm

1 stop8h 40m

$185

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/15

7:00 am-1:53 pm

1 stop7h 53m

Calgary

Wed 4/22

12:34 pm-5:01 pm

Nonstop3h 27m

$195

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 4/28

8:42 am-11:32 am

Nonstop3h 50m

Calgary

Wed 4/29

6:00 am-7:54 pm

1 stop12h 54m

$201

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 2/18

10:35 am-2:00 pm

Nonstop2h 25m

Montreal Pierre Elliott Trudeau Intl

Wed 2/18

4:45 pm-6:45 pm

Nonstop3h 00m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 2/17

6:00 pm-9:17 pm

Nonstop2h 17m

Montreal Pierre Elliott Trudeau Intl

Thu 2/19

4:45 pm-6:45 pm

Nonstop3h 00m

$204

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 4/18

9:18 pm-10:04 am

1 stop11h 46m

Toronto Pearson Intl

Sun 4/19

1:00 pm-2:01 pm

Nonstop2h 01m

$207

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 3/31

6:00 am-11:43 am

1 stop4h 43m

Toronto Pearson Intl

Tue 3/31

2:45 pm-3:48 pm

Nonstop2h 03m

$207

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 6/18

7:25 am-10:06 am

Nonstop1h 41m

Toronto Island

Sun 6/21

7:20 pm-8:16 pm

Nonstop1h 56m

$213

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 6/13

2:00 pm-4:41 pm

Nonstop1h 41m

Toronto Island

Sun 6/14

7:20 pm-8:16 pm

Nonstop1h 56m

$213

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 6/4

7:25 am-10:06 am

Nonstop1h 41m

Toronto Island

Sun 6/7

12:15 pm-1:10 pm

Nonstop1h 55m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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

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

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

Currently, May is the cheapest month in which you can book a flight from Wisconsin to Canada (average of $143). Flying from Wisconsin to Canada in December is currently the most expensive (average of $372). 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 Wisconsin to Canada. 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 Wisconsin to Canada?

    For as low as $213, WestJet can have you in Canada from Wisconsin in 1h 41m. Wisconsin and Canada are separated by a distance of 445 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Wisconsin to Canada are American Airlines ($139), Delta ($148), and United Airlines ($149).

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Wisconsin to Canada (average of $143). Flying from Wisconsin to Canada in December is currently the most expensive (average of $372). 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 Wisconsin to Canada

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Wisconsin to Canada

Discover the top 6 airlines that operate flights from Wisconsin to Canada. 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 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$595FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$143Average$670FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$153Average$434FlexibilityNo cancel feeOn-time67%
WestJetCheapest$224Average$633FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$349Average$640FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$380Average$733FlexibilityNo cancel feeOn-time75%

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