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$86+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YYZ
Apr 14 — Apr 211
Tue 4/14
Tue 4/21
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 March 15, 2026.

This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Sun 5/108:40 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Deal found 3/12$205
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:50 pm
ORD
-
YUL
Nonstop2h 15m
Air Canada
Sun 4/199:15 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Deal found 3/13$207
This Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/253:45 pm
ORD
-
YUL
Nonstop2h 11m
Air Canada
Mon 4/2712:00 pm
YUL
-
ORD
1 stop6h 50m
Air Canada
Deal found 3/13$210
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 9/141:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Deal found 3/14$218
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:40 am
ORD
-
YUL
Nonstop2h 11m
Air Canada
Sat 4/253:15 pm
YUL
-
ORD
1 stop5h 10m
Air Canada
Deal found 3/12$219
This Flightnetwork deal was found by Cheapflights users on 3/11. 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.
Thu 4/912:50 pm
ORD
-
YUL
Nonstop2h 15m
Air Canada
Sun 4/129:15 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Deal found 3/11$223
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 9/78:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Deal found 3/14$223
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 9/253:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 9/271:40 pm
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Deal found 3/15$224
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:40 am
ORD
-
YUL
Nonstop2h 11m
Air Canada
Wed 5/66:30 pm
YUL
-
ORD
Nonstop2h 38m
Air Canada
Deal found 3/14$225
This Mytrip deal was found by Cheapflights users on 3/11. 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.
Sat 4/252:00 pm
ORD
-
YYC
1 stop7h 28m
Air Canada
Fri 5/112:50 am
YYC
-
ORD
1 stop8h 28m
Air Canada
Deal found 3/11$226
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:55 am
ORD
-
YUL
1 stop5h 26m
Air Canada
Fri 4/1711:10 am
YUL
-
ORD
1 stop5h 05m
Air Canada
Deal found 3/13$228
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:20 pm
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 9/2610:05 am
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Deal found 3/12$231

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 March 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$205
(Booking.com)

One-way from

$86
(Kiwi.com)

Popular in

August

Cheapest in

September

Average price

$697
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
High demand for flights, 4% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 15, 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

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 4/10

7:13 am-10:40 am

Nonstop2h 27m

Montreal Pierre Elliott Trudeau Intl

Wed 4/15

9:45 am-11:37 am

Nonstop2h 52m

$236

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 4/16

7:13 am-10:40 am

Nonstop2h 27m

Montreal Pierre Elliott Trudeau Intl

Sun 4/19

6:10 am-8:00 am

Nonstop2h 50m

$236

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 4/1

6:01 pm-12:13 am

1 stop5h 12m

Montreal Pierre Elliott Trudeau Intl

Tue 4/7

9:45 am-11:37 am

Nonstop2h 52m

$246

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 4/28

8:45 am-2:40 pm

1 stop4h 55m

Montreal Pierre Elliott Trudeau Intl

Wed 4/29

6:10 am-8:00 am

Nonstop2h 50m

$246

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 4/8

2:00 pm-5:30 pm

Nonstop2h 30m

Montreal Pierre Elliott Trudeau Intl

Mon 4/13

11:23 am-4:04 pm

1 stop5h 41m

$252

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 5/19

7:07 am-5:42 pm

1 stop9h 35m

Montreal Pierre Elliott Trudeau Intl

Sat 5/30

7:10 am-11:47 am

1 stop5h 37m

$261

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 6/4

2:59 pm-11:57 pm

1 stop7h 58m

Montreal Pierre Elliott Trudeau Intl

Sat 6/13

7:00 am-4:44 pm

1 stop10h 44m

$261

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 4/17

11:03 pm-1:53 pm

1 stop15h 50m

Calgary

Sun 4/26

1:27 pm-12:30 am

1 stop10h 03m

$276

MinneapolisCalgary

MSP - YYC

MSPYYC

Minneapolis St Paul

Sat 8/22

2:55 pm-7:40 pm

1 stop5h 45m

Calgary

Fri 8/28

10:15 am-2:05 pm

Nonstop2h 50m

$277

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 5/14

12:30 pm-11:41 pm

1 stop10h 11m

Montreal Pierre Elliott Trudeau Intl

Mon 5/18

6:00 am-1:01 pm

1 stop8h 01m

$283

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

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, 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 $236, United Airlines can have you in Canada from Wisconsin in 2h 27m. Wisconsin and Canada are separated by a distance of 745 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 ($197).

  • 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

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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 March 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$620FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$143Average$665FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$315Average$639FlexibilityNo cancel feeOn-time71%
WestJetCheapest$360Average$640FlexibilityNo cancel feeOn-time60%
Alaska AirlinesCheapest$380Average$732FlexibilityNo cancel feeOn-time75%

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