How many flights depart from Canada to Wisconsin on average per week?

As of November 2025, 939 flights take off from Canada and land in Wisconsin each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

Which airlines fly to Wisconsin?

WestJet, United Airlines and Air Canada are the top three most popular airlines that fly to Wisconsin from Canada according to our data. WestJet is the first choice among our users, with 47% of people opting to fly with this airline when travelling to Wisconsin. Keep in mind that there are 4 different airlines that fly to Wisconsin on a routine basis, so you have a few additional options to choose from.

How long is the flight from Canada to Wisconsin?

The average flight duration from Canada to Wisconsin depends on which airport you fly into and out of. Flying from Montreal to Milwaukee is 4h 25m on average, while flying from Calgary to Milwaukee is 5h 17m on average. Milwaukee is the most popular airport in Wisconsin.

What is the cheapest airline that flies from Canada to Wisconsin?

United Airlines, WestJet, and Air Canada are the most popular carriers operating from Canada to Wisconsin

When did momondo last update prices for flights from Canada to Wisconsin?

Prices for flights from Canada to Wisconsin refresh daily.

How many operators does momondo search for flights from Canada to Wisconsin?

There are 8 operators available for flights from Canada to Wisconsin as of November 2025.

How old do you have to be to fly from Canada to Wisconsin?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Canada to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 158 Cheap Flights from Canada to Wisconsin in 2025/26

1 adult

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Find the cheapest flights from Canada to Wisconsin

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One-way

Last minute

Direct

Recent round-trip flight deals from Canada to Wisconsin

Enter your travel dates to find the best prices.

9:00 a.m. - 1:35 p.m.YYC-ORD

3h 35mdirect

2:20 p.m. - 5:15 p.m.ORD-YYC

3h 55mdirect

C$ 221WestJet

Find Deal

Fri, 5 Dec - Fri, 12 Dec

9:00 a.m. - 1:35 p.m.YYC-ORD

3h 35mdirect

2:20 p.m. - 5:15 p.m.ORD-YYC

3h 55mdirect

C$ 227WestJet

Find Deal

Fri, 5 Dec - Fri, 12 Dec

3:30 p.m. - 4:40 p.m.YYZ-ORD

2h 10mdirect

3:35 p.m. - 12:04 a.m.ORD-YYZ

7h 29m1 stop

C$ 256Multiple Airlines

Find Deal

Mon, 9 Feb - Sat, 28 Feb

9:00 p.m. - 9:59 p.m.YYZ-ORD

1h 59mdirect

7:10 a.m. - 9:55 a.m.ORD-YYZ

1h 45mdirect

C$ 258United Airlines

Find Deal

Fri, 10 Apr - Sun, 12 Apr

9:00 a.m. - 10:09 a.m.YYZ-ORD

2h 09mdirect

3:55 p.m. - 6:34 p.m.ORD-YYZ

1h 39mdirect

C$ 259Multiple Airlines

Find Deal

Sun, 15 Mar - Wed, 18 Mar

9:00 a.m. - 2:55 p.m.YYZ-ORD

6h 55m1 stop

8:30 p.m. - 11:09 p.m.ORD-YYZ

1h 39mdirect

C$ 266Air Canada

Find Deal

Sat, 24 Jan - Sun, 25 Jan

7:00 a.m. - 11:18 a.m.YYZ-ORD

5h 18m1 stop

8:15 p.m. - 10:54 p.m.ORD-YYZ

1h 39mdirect

C$ 273Air Canada

Find Deal

Thu, 11 Dec - Sun, 14 Dec

9:00 a.m. - 10:05 a.m.YYZ-ORD

2h 05mdirect

1:13 p.m. - 4:02 p.m.ORD-YYZ

1h 49mdirect

C$ 289United Airlines

Find Deal

Sat, 27 Dec - Tue, 6 Jan

6:05 a.m. - 10:01 a.m.YYZ-ORD

4h 56m1 stop

8:55 a.m. - 2:48 p.m.ORD-YYZ

4h 53m1 stop

C$ 294Delta

Find Deal

Tue, 25 Nov - Sun, 7 Dec

12:08 p.m. - 4:24 p.m.YYZ-ORD

5h 16m1 stop

6:45 a.m. - 11:25 a.m.ORD-YYZ

3h 40m1 stop

C$ 311Delta

Find Deal

Thu, 20 Nov - Sat, 6 Dec

WestJet flights from Canada to Wisconsin

Our best WestJet deals on Canada to Wisconsin flight tickets

WestJet

5 Dec

YYC9:00 a.m.Calgary

3h 35m

ORD1:35 p.m.Chicago O'Hare Intl

12 Dec

ORD2:20 p.m.Chicago O'Hare Intl

3h 55m

YYC5:15 p.m.Calgary

C$ 221

Find similar

WestJet

5 Dec

YYC9:00 a.m.Calgary

3h 35m

ORD1:35 p.m.Chicago O'Hare Intl

12 Dec

ORD2:20 p.m.Chicago O'Hare Intl

3h 55m

YYC5:15 p.m.Calgary

C$ 227

Find similar

WestJet

5 Dec

YYC9:00 a.m.Calgary

3h 35m

ORD1:35 p.m.Chicago O'Hare Intl

12 Dec

ORD2:20 p.m.Chicago O'Hare Intl

3h 55m

YYC5:15 p.m.Calgary

C$ 235

Find similar

Air Canada flights from Canada to Wisconsin

Our best Air Canada deals on Canada to Wisconsin flight tickets

Air Canada

24 Jan

YYZ9:00 a.m.Toronto Pearson Intl

6h 55m

1 stop

ORD2:55 p.m.Chicago O'Hare Intl

25 Jan

ORD8:30 p.m.Chicago O'Hare Intl

1h 39m

YYZ11:09 p.m.Toronto Pearson Intl

C$ 266

Find similar

Air Canada

11 Dec

YYZ7:00 a.m.Toronto Pearson Intl

5h 18m

1 stop

ORD11:18 a.m.Chicago O'Hare Intl

14 Dec

ORD8:15 p.m.Chicago O'Hare Intl

1h 39m

YYZ10:54 p.m.Toronto Pearson Intl

C$ 273

Find similar

Air Canada

24 Nov

YYC11:40 p.m.Calgary

8h 33m

1 stop

ORD9:13 a.m.Chicago O'Hare Intl

28 Nov

ORD3:55 p.m.Chicago O'Hare Intl

9h 19m

1 stop

YYC12:14 a.m.Calgary

C$ 279

Find similar

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 5/12

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Fri 12/12

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 221

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 5/12

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Fri 12/12

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 227

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 9/2

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Sat 28/2

3:35 p.m.-12:04 a.m.

1 stop7h 29m

C$ 256

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 10/4

9:00 p.m.-9:59 p.m.

Nonstop1h 59m

Chicago O'Hare Intl

Sun 12/4

7:10 a.m.-9:55 a.m.

Nonstop1h 45m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 15/3

9:00 a.m.-10:09 a.m.

Nonstop2h 09m

Chicago O'Hare Intl

Wed 18/3

3:55 p.m.-6:34 p.m.

Nonstop1h 39m

C$ 259

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 24/1

9:00 a.m.-2:55 p.m.

1 stop6h 55m

Chicago O'Hare Intl

Sun 25/1

8:30 p.m.-11:09 p.m.

Nonstop1h 39m

C$ 266

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/12

7:00 a.m.-11:18 a.m.

1 stop5h 18m

Chicago O'Hare Intl

Sun 14/12

8:15 p.m.-10:54 p.m.

Nonstop1h 39m

C$ 273

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 27/12

9:00 a.m.-10:05 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Tue 6/1

1:13 p.m.-4:02 p.m.

Nonstop1h 49m

C$ 289

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 25/11

6:05 a.m.-10:01 a.m.

1 stop4h 56m

Chicago O'Hare Intl

Sun 7/12

8:55 a.m.-2:48 p.m.

1 stop4h 53m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 20/11

12:08 p.m.-4:24 p.m.

1 stop5h 16m

Chicago O'Hare Intl

Sat 6/12

6:45 a.m.-11:25 a.m.

1 stop3h 40m

C$ 311

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Canada to Wisconsin

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Wisconsin?

The month of February is, on average, the cheapest month to fly to Wisconsin from Canada, with most prices found around C$ 452. If you aren’t able to travel during the month of February, then book flights to Wisconsin from Canada during January instead. Flights to Wisconsin in January, while not as cheap as those in February, still average around C$ 458.

What is the cheapest day to depart on your flight to Wisconsin?

According to our data, Tuesday is the cheapest day to fly to Wisconsin from Canada. The lowest ticket price found for a Tuesday departure recently was C$ 481. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Wisconsin on Monday is C$ 710.

What is the cheapest time of day to depart on your flight to Wisconsin?

According to our data, the cheapest time of day to fly to Wisconsin is in the evening. momondo users have found flights departing from Canada to Wisconsin in the evening for as low as C$ 506. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights at noon are often more expensive with an average ticket price of C$ 659.

Can stopping save me money on Canada to Wisconsin flights?

You could potentially save up to 1% on your flight if you consider stops on a Canada to Wisconsin flight.

Cheap Canada to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Canada to Wisconsin

Fastest flight time	1h 34m
Direct flights	Every day
Airports in Wisconsin	2 airports

The fastest flight from Canada to Wisconsin takes 1h 34m

Direct flights go from Canada to Wisconsin every day.

There are 2 airports near Wisconsin: Chicago O'Hare Intl (ORD), Minneapolis St Paul (MSP)

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When did momondo last update prices for flights from Canada to Wisconsin?
Prices for flights from Canada to Wisconsin refresh daily.
How many operators does momondo search for flights from Canada to Wisconsin?
There are 8 operators available for flights from Canada to Wisconsin as of November 2025.
How old do you have to be to fly from Canada to Wisconsin?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Canada to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Canada to Wisconsin

Compare and see reviews for airlines that fly from Canada to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 262	Free Cancellation	Rating 7.4 8,997 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 297	Free Cancellation	Rating 7.1 10,394 reviews	Search Air Canada flights
Delta	PriceFrom C$ 406	Free Cancellation	Rating 7.9 8,001 reviews	Search Delta flights
WestJet	PriceFrom C$ 471	Free Cancellation	Rating 7.2 3,153 reviews	Search WestJet flights

Why use momondo?

Why should I use momondo to find a flight deal from Canada to Wisconsin?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Canada to Wisconsin. momondo saves you time and could save you money on your trip.

Can I find flights from Canada to Wisconsin with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Canada to Wisconsin flights to just show those with flexible booking policies.

How can momondo help me find flights from Canada to Wisconsin?

Once you have performed a search for Canada to Wisconsin flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Canada to Wisconsin right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Wisconsin from Canada. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.