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

As of August 2026, there are 1,008 flights per week flying from Canada to Wisconsin. The most common day of the week flights depart is Wed, with 19% of flights taking off on this day.

How long is the flight from Canada to Wisconsin?

Average flight duration from Canada to Wisconsin depends on which airport you fly into and out of. Flying from Montreal to Milwaukee is 3h 45m on average, while flying from Toronto to Milwaukee is 4h on average. Milwaukee is the most popular airport in Wisconsin.

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

United Airlines, Delta, 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 were last updated today.

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

As of August 2026, there are 7 operators available to choose from for flights from Canada to Wisconsin.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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.

$116 Cheap Flights from Canada to Wisconsin in 2026

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 pm - 4:58 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mnonstop

5:35 pm - 8:18 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mnonstop

$200Air Canada

Thu, Sep 10 - Sun, Sep 13

12:15 pm - 1:21 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 06mnonstop

2:00 pm - 4:42 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 42mnonstop

$201Air Canada

Fri, Sep 18 - Sun, Sep 20

10:15 am - 11:21 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 06mnonstop

9:18 pm - 11:59 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 41mnonstop

$201United Airlines

Fri, Sep 11 - Sun, Sep 13

7:00 am - 8:00 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mnonstop

12:59 pm - 3:46 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 47mnonstop

$201United Airlines

Thu, Oct 8 - Sun, Oct 11

8:50 am - 9:53 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mnonstop

9:50 am - 12:35 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mnonstop

$201Multiple Airlines

Sun, Aug 30 - Tue, Sep 1

7:00 am - 8:00 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mnonstop

9:55 am - 12:40 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mnonstop

$201Multiple Airlines

Fri, Sep 4 - Tue, Sep 8

4:35 pm - 5:30 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

1h 55mnonstop

6:10 pm - 8:50 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 40mnonstop

$204Porter Airlines

Fri, Nov 6 - Mon, Nov 9

1:15 pm - 2:20 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

8:30 pm - 11:26 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mnonstop

$209Porter Airlines

Wed, Sep 23 - Thu, Sep 24

6:25 pm - 7:30 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

6:50 am - 3:12 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

7h 22m1 stop Charlotte Douglas

$211American Airlines

Fri, Oct 30 - Sun, Nov 1

3:45 pm - 10:31 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

7h 46m1 stop Charlotte Douglas

8:30 pm - 11:26 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mnonstop

$216American Airlines

Sat, Sep 19 - Mon, Sep 21

Recent last minute flight deals from Canada to Wisconsin

Enter your travel dates to find the best prices.

7:35 pm - 8:41 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 06mnonstop

7:25 am - 10:18 amORD Chicago O'Hare Intl-YTZ Toronto Island

1h 53mnonstop

$338Air Canada

Tue, Aug 11 - Sun, Aug 23

7:35 pm - 8:41 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 06mnonstop

8:40 am - 3:51 pmORD Chicago O'Hare Intl-YTZ Toronto Island

6h 11m1 stop Montreal Pierre Elliott Trudeau Intl

$342Air Canada

Tue, Aug 11 - Sun, Aug 23

11:57 am - 5:21 pmYVR Vancouver Intl-MSP Minneapolis St Paul

3h 24mnonstop

5:00 pm - 6:47 pmMSP Minneapolis St Paul-YVR Vancouver Intl

3h 47mnonstop

$348Sun Country Air

Sat, Aug 8 - Sun, Aug 9

7:29 am - 8:39 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mnonstop

3:40 pm - 6:30 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mnonstop

$349Porter Airlines

Sat, Aug 8 - Sat, Aug 15

9:30 am - 9:52 pmYYC Calgary-ORD Chicago O'Hare Intl

11h 22m1 stop Denver Intl

7:46 pm - 10:37 pmORD Chicago O'Hare Intl-YYC Calgary

3h 51mnonstop

$350United Airlines

Tue, Aug 11 - Thu, Aug 13

9:30 am - 10:46 pmYYC Calgary-ORD Chicago O'Hare Intl

12h 16m1 stop Denver Intl

5:00 am - 6:30 pmORD Chicago O'Hare Intl-YYC Calgary

14h 30m1 stop Denver Intl

$350United Airlines

Tue, Aug 11 - Thu, Aug 13

12:09 pm - 4:17 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 08m1 stop Detroit Metropolitan Wayne County

5:20 pm - 11:03 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 43m1 stop Detroit Metropolitan Wayne County

$353Delta

Tue, Aug 11 - Thu, Aug 27

12:09 pm - 4:17 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 08m1 stop Detroit Metropolitan Wayne County

6:59 am - 3:20 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

7h 21m1 stop Detroit Metropolitan Wayne County

$353Delta

Tue, Aug 11 - Sun, Aug 23

11:57 am - 5:21 pmYVR Vancouver Intl-MSP Minneapolis St Paul

3h 24mnonstop

9:10 am - 10:56 amMSP Minneapolis St Paul-YVR Vancouver Intl

3h 46mnonstop

$369Sun Country Air

Sat, Aug 8 - Wed, Aug 19

11:39 am - 12:44 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

8:32 pm - 11:29 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 57mnonstop

$437Porter Airlines

Tue, Aug 11 - Sun, Aug 23

Recent direct flight deals from Canada to Wisconsin

Enter your travel dates to find the best prices.

4:00 pm - 4:58 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mnonstop

5:35 pm - 8:18 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mnonstop

$200Air Canada

Thu, Sep 10 - Sun, Sep 13

12:15 pm - 1:21 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 06mnonstop

2:00 pm - 4:42 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 42mnonstop

$201Air Canada

Fri, Sep 18 - Sun, Sep 20

10:15 am - 11:21 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 06mnonstop

9:18 pm - 11:59 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 41mnonstop

$201United Airlines

Fri, Sep 11 - Sun, Sep 13

7:00 am - 8:00 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mnonstop

12:59 pm - 3:46 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 47mnonstop

$201United Airlines

Thu, Oct 8 - Sun, Oct 11

8:50 am - 9:53 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mnonstop

9:50 am - 12:35 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mnonstop

$201Multiple Airlines

Sun, Aug 30 - Tue, Sep 1

7:00 am - 8:00 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mnonstop

9:55 am - 12:40 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mnonstop

$201Multiple Airlines

Fri, Sep 4 - Tue, Sep 8

4:35 pm - 5:30 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

1h 55mnonstop

6:10 pm - 8:50 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 40mnonstop

$204Porter Airlines

Fri, Nov 6 - Mon, Nov 9

1:15 pm - 2:20 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

8:30 pm - 11:26 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mnonstop

$209Porter Airlines

Wed, Sep 23 - Thu, Sep 24

12:00 pm - 4:40 pmYYC Calgary-ORD Chicago O'Hare Intl

3h 40mnonstop

5:30 pm - 8:25 pmORD Chicago O'Hare Intl-YYC Calgary

3h 55mnonstop

$216WestJet

Fri, Sep 25 - Fri, Oct 2

12:00 pm - 4:40 pmYYC Calgary-ORD Chicago O'Hare Intl

3h 40mnonstop

5:30 pm - 8:25 pmORD Chicago O'Hare Intl-YYC Calgary

3h 55mnonstop

$218WestJet

Sun, Sep 20 - Tue, Sep 29

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Air Canada flights from Canada to Wisconsin

Our best Air Canada deals on Canada to Wisconsin flight tickets

Air Canada

Sep 8

YTZ12:15 pmToronto Island

2h 06m

ORD1:21 pmChicago O'Hare Intl

Sep 11

ORD2:00 pmChicago O'Hare Intl

1h 42m

YTZ4:42 pmToronto Island

$201

Air Canada

Sep 16

YYZ6:50 pmToronto Pearson Intl

1h 58m

ORD7:48 pmChicago O'Hare Intl

Sep 20

ORD2:15 pmChicago O'Hare Intl

1h 46m

YYZ5:01 pmToronto Pearson Intl

$202

Air Canada

Sep 17

YYZ8:05 amToronto Pearson Intl

1h 55m

ORD9:00 amChicago O'Hare Intl

Sep 24

ORD9:55 amChicago O'Hare Intl

1h 45m

YYZ12:40 pmToronto Pearson Intl

$203

Delta flights from Canada to Wisconsin

Our best Delta deals on Canada to Wisconsin flight tickets

Delta

Sep 18

YYZ12:08 pmToronto Pearson Intl

7h 18m

1 stop

ORD6:26 pmChicago O'Hare Intl

Sep 25

ORD8:55 amChicago O'Hare Intl

5h 20m

1 stop

YYZ3:15 pmToronto Pearson Intl

$243

Delta

Sep 3

YYC6:45 amCalgary

2h 33m

MSP10:18 amMinneapolis St Paul

Sep 6

MSP6:40 pmMinneapolis St Paul

2h 55m

YYC8:35 pmCalgary

$252

Delta

Sep 3

YYC6:45 amCalgary

2h 33m

MSP10:18 amMinneapolis St Paul

Sep 6

MSP6:40 pmMinneapolis St Paul

2h 55m

YYC8:35 pmCalgary

$253

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 9/10

4:00 pm-4:58 pm

Nonstop1h 58m

Chicago O'Hare Intl

Sun 9/13

5:35 pm-8:18 pm

Nonstop1h 43m

$200

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Fri 9/18

12:15 pm-1:21 pm

Nonstop2h 06m

Chicago O'Hare Intl

Sun 9/20

2:00 pm-4:42 pm

Nonstop1h 42m

$201

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 9/11

10:15 am-11:21 am

Nonstop2h 06m

Chicago O'Hare Intl

Sun 9/13

9:18 pm-11:59 pm

Nonstop1h 41m

$201

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 10/8

7:00 am-8:00 am

Nonstop2h 00m

Chicago O'Hare Intl

Sun 10/11

12:59 pm-3:46 pm

Nonstop1h 47m

$201

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sun 8/30

8:50 am-9:53 am

Nonstop2h 03m

Chicago O'Hare Intl

Tue 9/1

9:50 am-12:35 pm

Nonstop1h 45m

$201

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 9/4

7:00 am-8:00 am

Nonstop2h 00m

Chicago O'Hare Intl

Tue 9/8

9:55 am-12:40 pm

Nonstop1h 45m

$201

Quickest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Fri 11/6

4:35 pm-5:30 pm

Nonstop1h 55m

Chicago O'Hare Intl

Mon 11/9

6:10 pm-8:50 pm

Nonstop1h 40m

$204

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 9/23

1:15 pm-2:20 pm

Nonstop2h 05m

Chicago O'Hare Intl

Thu 9/24

8:30 pm-11:26 pm

Nonstop1h 56m

$209

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 10/30

6:25 pm-7:30 pm

Nonstop2h 05m

Chicago O'Hare Intl

Sun 11/1

6:50 am-3:12 pm

1 stop7h 22m

$211

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 9/19

3:45 pm-10:31 pm

1 stop7h 46m

Chicago O'Hare Intl

Mon 9/21

8:30 pm-11:26 pm

Nonstop1h 56m

$216

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?

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 $430.

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 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 were last updated today.
How many operators does momondo search for flights from Canada to Wisconsin?
As of August 2026, there are 7 operators available to choose from for flights from Canada to Wisconsin.
How old do you have to be to fly from Canada to Wisconsin?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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.

Why use momondo?

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

It is quick and easy to find Canada to Wisconsin flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Wisconsin that suits you.

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

Flights from Canada to Wisconsin with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Canada to Wisconsin.

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

Yes. momondo can track prices for Canada to Wisconsin flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.