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

As of August 2026, 1,008 flights take off from Canada and land in Wisconsin each week. The most common flight departure day for this route is Wed, with 19% of weekly flights taking off on this day.

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 Toronto to Milwaukee is 3h 42m on average, while flying from Montreal to Milwaukee is 3h 45m on average. Milwaukee is the most popular airport in Wisconsin.

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

WestJet, Air Canada, and United Airlines 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 August 2026.

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$ 163 Cheap Flights from Canada to Wisconsin in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Canada to Wisconsin

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Canada to Wisconsin

Enter your travel dates to find the best prices.

4:00 p.m. - 4:58 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mdirect

5:35 p.m. - 8:18 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mdirect

C$ 281Air Canada

Thu, 10 Sep - Sun, 13 Sep

7:45 p.m. - 8:51 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 06mdirect

2:00 p.m. - 4:42 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 42mdirect

C$ 282Air Canada

Fri, 4 Sep - Fri, 11 Sep

7:00 a.m. - 8:00 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mdirect

12:59 p.m. - 3:46 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 47mdirect

C$ 282United Airlines

Thu, 8 Oct - Sun, 11 Oct

11:00 a.m. - 12:00 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mdirect

7:09 a.m. - 9:54 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mdirect

C$ 282United Airlines

Fri, 2 Oct - Mon, 5 Oct

8:50 a.m. - 9:53 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

9:50 a.m. - 12:35 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mdirect

C$ 282Multiple Airlines

Sun, 30 Aug - Tue, 1 Sep

7:00 a.m. - 8:00 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mdirect

5:35 p.m. - 8:18 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mdirect

C$ 282Multiple Airlines

Sat, 5 Sep - Sun, 13 Sep

4:35 p.m. - 5:30 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

1h 55mdirect

6:10 p.m. - 8:50 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 40mdirect

C$ 287Porter Airlines

Fri, 6 Nov - Mon, 9 Nov

1:15 p.m. - 2:20 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mdirect

8:30 p.m. - 11:26 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mdirect

C$ 294Porter Airlines

Wed, 23 Sep - Thu, 24 Sep

6:25 p.m. - 7:30 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mdirect

6:50 a.m. - 3:12 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

7h 22m1 stop Charlotte Douglas

C$ 296American Airlines

Fri, 30 Oct - Sun, 1 Nov

6:04 p.m. - 11:56 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

6h 52m1 stop Philadelphia

8:03 a.m. - 10:59 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mdirect

C$ 303American Airlines

Fri, 2 Oct - Sun, 4 Oct

Recent last minute flight deals from Canada to Wisconsin

Enter your travel dates to find the best prices.

7:35 p.m. - 8:41 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 06mdirect

7:25 a.m. - 10:18 a.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 53mdirect

C$ 475Air Canada

Tue, 11 Aug - Sun, 23 Aug

7:35 p.m. - 8:41 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 06mdirect

8:40 a.m. - 3:51 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

6h 11m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 480Air Canada

Tue, 11 Aug - Sun, 23 Aug

11:57 a.m. - 5:21 p.m.YVR Vancouver Intl-MSP Minneapolis St Paul

3h 24mdirect

5:00 p.m. - 6:47 p.m.MSP Minneapolis St Paul-YVR Vancouver Intl

3h 47mdirect

C$ 489Sun Country Air

Sat, 8 Aug - Sun, 9 Aug

7:29 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mdirect

3:40 p.m. - 6:30 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mdirect

C$ 490Porter Airlines

Sat, 8 Aug - Sat, 15 Aug

9:30 a.m. - 9:52 p.m.YYC Calgary-ORD Chicago O'Hare Intl

11h 22m1 stop Denver Intl

7:46 p.m. - 10:37 p.m.ORD Chicago O'Hare Intl-YYC Calgary

3h 51mdirect

C$ 492United Airlines

Tue, 11 Aug - Thu, 13 Aug

9:30 a.m. - 10:46 p.m.YYC Calgary-ORD Chicago O'Hare Intl

12h 16m1 stop Denver Intl

5:00 a.m. - 6:30 p.m.ORD Chicago O'Hare Intl-YYC Calgary

14h 30m1 stop Denver Intl

C$ 492United Airlines

Tue, 11 Aug - Thu, 13 Aug

12:09 p.m. - 4:17 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 08m1 stop Detroit Metropolitan Wayne County

6:59 a.m. - 3:20 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

7h 21m1 stop Detroit Metropolitan Wayne County

C$ 496Delta

Tue, 11 Aug - Sun, 23 Aug

12:09 p.m. - 4:17 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 08m1 stop Detroit Metropolitan Wayne County

5:20 p.m. - 11:03 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 43m1 stop Detroit Metropolitan Wayne County

C$ 496Delta

Tue, 11 Aug - Thu, 27 Aug

11:57 a.m. - 5:21 p.m.YVR Vancouver Intl-MSP Minneapolis St Paul

3h 24mdirect

9:10 a.m. - 10:56 a.m.MSP Minneapolis St Paul-YVR Vancouver Intl

3h 46mdirect

C$ 518Sun Country Air

Sat, 8 Aug - Wed, 19 Aug

11:39 a.m. - 12:44 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mdirect

8:32 p.m. - 11:29 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 57mdirect

C$ 614Porter Airlines

Tue, 11 Aug - Sun, 23 Aug

Recent direct flight deals from Canada to Wisconsin

Enter your travel dates to find the best prices.

4:00 p.m. - 4:58 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mdirect

5:35 p.m. - 8:18 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mdirect

C$ 281Air Canada

Thu, 10 Sep - Sun, 13 Sep

12:15 p.m. - 1:21 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 06mdirect

7:25 a.m. - 10:07 a.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 42mdirect

C$ 282Air Canada

Mon, 28 Sep - Wed, 30 Sep

7:00 a.m. - 8:00 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mdirect

12:59 p.m. - 3:46 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 47mdirect

C$ 282United Airlines

Thu, 8 Oct - Sun, 11 Oct

11:00 a.m. - 12:00 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mdirect

7:09 a.m. - 9:54 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mdirect

C$ 282United Airlines

Fri, 2 Oct - Mon, 5 Oct

8:50 a.m. - 9:53 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

9:50 a.m. - 12:35 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mdirect

C$ 282Multiple Airlines

Sun, 30 Aug - Tue, 1 Sep

7:00 a.m. - 8:00 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mdirect

5:35 p.m. - 8:18 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mdirect

C$ 282Multiple Airlines

Sat, 5 Sep - Sun, 13 Sep

4:35 p.m. - 5:30 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

1h 55mdirect

6:10 p.m. - 8:50 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 40mdirect

C$ 287Porter Airlines

Fri, 6 Nov - Mon, 9 Nov

1:15 p.m. - 2:20 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mdirect

8:30 p.m. - 11:26 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mdirect

C$ 294Porter Airlines

Wed, 23 Sep - Thu, 24 Sep

12:00 p.m. - 4:40 p.m.YYC Calgary-ORD Chicago O'Hare Intl

3h 40mdirect

5:30 p.m. - 8:25 p.m.ORD Chicago O'Hare Intl-YYC Calgary

3h 55mdirect

C$ 303WestJet

Fri, 25 Sep - Fri, 2 Oct

12:00 p.m. - 4:40 p.m.YYC Calgary-ORD Chicago O'Hare Intl

3h 40mdirect

5:30 p.m. - 8:25 p.m.ORD Chicago O'Hare Intl-YYC Calgary

3h 55mdirect

C$ 306WestJet

Sun, 20 Sep - Tue, 29 Sep

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Air Canada flights from Canada to Wisconsin

Our best Air Canada deals on Canada to Wisconsin flight tickets

Air Canada

8 Sep

YTZ12:15 p.m.Toronto Island

2h 06m

ORD1:21 p.m.Chicago O'Hare Intl

15 Sep

ORD7:25 a.m.Chicago O'Hare Intl

1h 42m

YTZ10:07 a.m.Toronto Island

C$ 282

Air Canada

16 Sep

YYZ6:50 p.m.Toronto Pearson Intl

1h 58m

ORD7:48 p.m.Chicago O'Hare Intl

20 Sep

ORD2:15 p.m.Chicago O'Hare Intl

1h 46m

YYZ5:01 p.m.Toronto Pearson Intl

C$ 284

Air Canada

17 Sep

YYZ8:05 a.m.Toronto Pearson Intl

1h 55m

ORD9:00 a.m.Chicago O'Hare Intl

24 Sep

ORD9:55 a.m.Chicago O'Hare Intl

1h 45m

YYZ12:40 p.m.Toronto Pearson Intl

C$ 285

Delta flights from Canada to Wisconsin

Our best Delta deals on Canada to Wisconsin flight tickets

Delta

3 Sep

YYC6:45 a.m.Calgary

2h 33m

MSP10:18 a.m.Minneapolis St Paul

6 Sep

MSP6:40 p.m.Minneapolis St Paul

2h 55m

YYC8:35 p.m.Calgary

C$ 354

Delta

3 Sep

YYC6:45 a.m.Calgary

2h 33m

MSP10:18 a.m.Minneapolis St Paul

6 Sep

MSP6:40 p.m.Minneapolis St Paul

2h 55m

YYC8:35 p.m.Calgary

C$ 355

Delta

14 Oct

YYC6:35 a.m.Calgary

10h 35m

1 stop

ORD6:10 p.m.Chicago O'Hare Intl

20 Oct

ORD2:03 p.m.Chicago O'Hare Intl

10h 07m

1 stop

YYC11:10 p.m.Calgary

C$ 367

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 10/9

4:00 p.m.-4:58 p.m.

Nonstop1h 58m

Chicago O'Hare Intl

Sun 13/9

5:35 p.m.-8:18 p.m.

Nonstop1h 43m

C$ 281

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Fri 4/9

7:45 p.m.-8:51 p.m.

Nonstop2h 06m

Chicago O'Hare Intl

Fri 11/9

2:00 p.m.-4:42 p.m.

Nonstop1h 42m

C$ 282

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 8/10

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 11/10

12:59 p.m.-3:46 p.m.

Nonstop1h 47m

C$ 282

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 2/10

11:00 a.m.-12:00 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Mon 5/10

7:09 a.m.-9:54 a.m.

Nonstop1h 45m

C$ 282

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sun 30/8

8:50 a.m.-9:53 a.m.

Nonstop2h 03m

Chicago O'Hare Intl

Tue 1/9

9:50 a.m.-12:35 p.m.

Nonstop1h 45m

C$ 282

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 5/9

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 13/9

5:35 p.m.-8:18 p.m.

Nonstop1h 43m

C$ 282

Quickest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Fri 6/11

4:35 p.m.-5:30 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Mon 9/11

6:10 p.m.-8:50 p.m.

Nonstop1h 40m

C$ 286

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 23/9

1:15 p.m.-2:20 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Thu 24/9

8:30 p.m.-11:26 p.m.

Nonstop1h 56m

C$ 294

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 30/10

6:25 p.m.-7:30 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Sun 1/11

6:50 a.m.-3:12 p.m.

1 stop7h 22m

C$ 296

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 2/10

6:04 p.m.-11:56 p.m.

1 stop6h 52m

Chicago O'Hare Intl

Sun 4/10

8:03 a.m.-10:59 a.m.

Nonstop1h 56m

C$ 303

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 November is, on average, the cheapest month to fly to Wisconsin from Canada, with most prices found around C$ 572. If you aren’t able to travel during the month of November, then book flights to Wisconsin from Canada during January instead. Flights to Wisconsin in January, while not as cheap as those in November, still average around C$ 604.

Can stopping save me money on Canada to Wisconsin flights?

You could potentially save up to 4% 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 32m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Canada to Wisconsin takes 1h 32m

Direct flights go from Canada to Wisconsin every day.

There are 80 airports in Wisconsin. From Canada there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying 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 August 2026.
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$ 236	Free Cancellation	Rating 7.4 10,070 reviews		Search United Airlines flights
WestJet	PriceFrom C$ 457	Free Cancellation	Rating 7.2 3,426 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.