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$101+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YYZ
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
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 July 28, 2026.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Wed 9/169:30 am
YTZ
-
ORD
1 stop6h 22m
Air Canada
Deal found 7/27$236
This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:40 pm
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Sun 9/137:00 am
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 7/26$237
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:45 am
ORD
-
YTZ
1 stop6h 05m
Air Canada
Sun 9/137:35 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/26$238
This Mytrip deal was found by Cheapflights users on 7/24. 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.
Tue 9/88:45 am
ORD
-
YTZ
1 stop6h 05m
Air Canada
Tue 9/158:20 am
YTZ
-
ORD
2 stops7h 32m
Air Canada
Deal found 7/24$239
This Mytrip deal was found by Cheapflights users on 7/24. 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.
Mon 9/77:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Mon 9/1412:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/24$240
This Kissandfly.com deal was found by Cheapflights users on 7/24. 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.
Tue 9/12:30 pm
ORD
-
YYZ
1 stop8h 24m
Lufthansa
Sat 9/511:00 am
YYZ
-
ORD
Nonstop2h 00m
Lufthansa
Deal found 7/24$241
This iWofly 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:40 pm
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Wed 9/162:00 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 7/26$242
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:45 am
ORD
-
YTZ
1 stop6h 05m
Air Canada
Mon 9/147:35 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/28$243
This Mytrip deal was found by Cheapflights users on 7/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:05 am
ORD
-
YYZ
1 stop5h 28m
Air Canada
Thu 9/246:50 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 7/25$244
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:00 pm
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Fri 9/1112:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/26$245
This Flightnetwork deal was found by Cheapflights users on 7/24. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:05 am
ORD
-
YYZ
1 stop6h 07m
Air Canada
Tue 9/153:00 pm
YYZ
-
ORD
1 stop6h 12m
Air Canada
Deal found 7/24$247
This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:45 am
ORD
-
YTZ
1 stop6h 05m
Air Canada
Thu 9/178:20 am
YTZ
-
ORD
2 stops7h 32m
Air Canada
Deal found 7/27$248

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 July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$236
(Mytrip)

One-way from

$101
(Mytrip)

Popular in

August

Cheapest in

September

Average price

$910
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. 8% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 28, 2026.
Use the filters below to find and compare flights from Wisconsin to Canada that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 9/18

5:53 pm-8:44 pm

Nonstop1h 51m

Toronto Pearson Intl

Sun 9/20

11:00 am-12:00 pm

Nonstop2h 00m

$253
Quickest round-trip

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 9/20

7:09 am-9:54 am

Nonstop1h 45m

Toronto Pearson Intl

Sat 9/26

11:00 am-12:00 pm

Nonstop2h 00m

$253

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 9/13

8:42 am-2:19 pm

1 stop4h 37m

Toronto Pearson Intl

Mon 9/14

12:25 pm-1:23 pm

Nonstop1h 58m

$269

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 9/1

12:56 pm-11:54 pm

1 stop9h 58m

Toronto Pearson Intl

Fri 9/4

4:00 pm-8:05 pm

1 stop5h 05m

$272

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 9/10

2:52 pm-5:56 pm

Nonstop2h 04m

Toronto Pearson Intl

Sun 9/13

10:15 am-11:21 am

Nonstop2h 06m

$278

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 9/11

5:10 pm-10:59 pm

1 stop4h 49m

Toronto Pearson Intl

Fri 9/18

2:24 pm-8:30 pm

1 stop7h 06m

$279

MinneapolisVancouver

MSP - YVR

MSPYVR

Minneapolis St Paul

Fri 8/28

9:30 am-11:16 am

Nonstop3h 46m

Vancouver Intl

Sun 8/30

9:00 am-2:23 pm

Nonstop3h 23m

$299

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 8/21

5:55 am-6:30 pm

1 stop13h 35m

Calgary

Fri 8/28

7:45 am-8:21 pm

1 stop11h 36m

$306

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 9/9

7:11 am-10:40 am

Nonstop2h 29m

Montreal Pierre Elliott Trudeau Intl

Wed 9/9

2:30 pm-8:41 pm

1 stop7h 11m

$333

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 8/21

8:48 am-5:24 pm

1 stop7h 36m

Toronto Pearson Intl

Mon 8/24

9:45 am-4:17 pm

1 stop7h 32m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Showing 1-10 of 60 resultsSorted by cheapest first
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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, April is the cheapest month in which you can book a flight from Wisconsin to Canada (average of $588). Flying from Wisconsin to Canada in December is currently the most expensive (average of $833). 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 $253, United Airlines can have you in Canada from Wisconsin in 1h 51m. Wisconsin and Canada are separated by a distance of 436 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 United Airlines ($201), Delta ($218), and WestJet ($228).

  • 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, April is the cheapest month in which you can book a flight from Wisconsin to Canada (average of $588). Flying from Wisconsin to Canada in December is currently the most expensive (average of $833). 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 Wisconsin to Canada

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Wisconsin to Canada

Discover the top 5 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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$170Average$625FlexibilityNo cancel feeOn-time69%
DeltaCheapest$173Average$713FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$286Average$573FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$358Average$702FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$418Average$791FlexibilityNo cancel feeOn-time75%

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