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

The number of flights available between Toronto and Wisconsin is 549 per week as of September 2026. The most frequent departure day is Sun, with 17% of weekly flights leaving on this day.

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

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

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

Prices for flights from Toronto to Wisconsin are refreshed on a daily basis.

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

There are 7 operators available for flights from Toronto to Wisconsin as of September 2026.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Toronto to Wisconsin.

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

The travel and health documents you'll need for your trip to Wisconsin may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Wisconsin. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$128 Cheap Flights from Toronto to Wisconsin in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Toronto to Wisconsin

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:35 am - 11:40 amYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

6:20 pm - 9:06 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mnonstop

$205Porter Airlines

Wed, Nov 4 - Wed, Nov 11

12:15 pm - 1:25 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mnonstop

2:00 pm - 4:48 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mnonstop

$206Air Canada

Sat, Oct 3 - Sun, Oct 4

4:35 pm - 5:40 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

6:20 pm - 9:06 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mnonstop

$206Porter Airlines

Thu, Nov 12 - Sun, Nov 15

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

2h 00mnonstop

7:09 am - 9:54 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mnonstop

$207Lufthansa

Thu, Oct 8 - Sun, Oct 11

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

2h 00mnonstop

11:05 am - 5:33 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

5h 28m1 stop Montreal Pierre Elliott Trudeau Intl

$207Air Canada

Thu, Oct 8 - Sun, Oct 11

11:00 am - 12:00 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mnonstop

8:50 am - 11:49 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mnonstop

$210Lufthansa

Thu, Oct 8 - Sun, Oct 11

3:57 pm - 10:32 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

7h 35m1 stop Charlotte Douglas

9:42 am - 12:32 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mnonstop

$213American Airlines

Thu, Nov 12 - Fri, Nov 13

4:15 pm - 10:30 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

7h 15m1 stop Philadelphia

8:00 am - 10:50 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mnonstop

$213American Airlines

Sat, Oct 31 - Sun, Nov 1

7:00 pm - 11:21 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 21m1 stop Newark

7:09 am - 9:54 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mnonstop

$213United Airlines

Sat, Oct 3 - Sun, Oct 4

8:50 am - 9:48 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mnonstop

4:40 pm - 11:26 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

5h 46m1 stop Newark

$213United Airlines

Sat, Oct 24 - Mon, Oct 26

Cheap last minute flights

Enter your travel dates to find the best prices.

1:00 pm - 2:05 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

10:43 am - 1:42 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mnonstop

$348United Airlines

Wed, Sep 23 - Sun, Oct 11

9:00 pm - 10:05 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

9:20 pm - 11:59 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 39mnonstop

$348United Airlines

Wed, Sep 23 - Sun, Oct 18

5:15 pm - 6:18 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mnonstop

8:40 pm - 11:26 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 46mnonstop

$348Multiple Airlines

Wed, Sep 23 - Sun, Oct 18

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

2h 06mnonstop

2:15 pm - 5:01 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 46mnonstop

$348Multiple Airlines

Tue, Sep 22 - Thu, Oct 15

10:45 am - 2:52 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

5h 07m1 stop Montreal Pierre Elliott Trudeau Intl

2:00 pm - 4:48 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mnonstop

$349Air Canada

Sat, Sep 26 - Tue, Oct 6

10:45 am - 2:52 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

5h 07m1 stop Montreal Pierre Elliott Trudeau Intl

7:25 am - 10:13 amORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mnonstop

$349Air Canada

Sat, Sep 26 - Fri, Oct 2

11:53 am - 4:00 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 07m1 stop Charlotte Douglas

4:00 pm - 11:46 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

6h 46m1 stop Philadelphia

$375American Airlines

Sat, Sep 26 - Fri, Oct 2

11:40 am - 12:45 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

3:42 pm - 6:35 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 53mnonstop

$377Porter Airlines

Sat, Sep 26 - Mon, Sep 28

3:13 pm - 4:18 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mnonstop

1:45 pm - 9:37 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

6h 52m1 stop New York LaGuardia

$420American Airlines

Wed, Sep 23 - Fri, Mar 5

6:30 am - 7:36 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 06mnonstop

9:45 am - 12:35 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mnonstop

$421Porter Airlines

Sat, Sep 26 - Sun, Sep 27

Cheap direct flights

Enter your travel dates to find the best prices.

10:35 am - 11:40 amYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

6:20 pm - 9:06 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mnonstop

$205Porter Airlines

Wed, Nov 4 - Wed, Nov 11

12:15 pm - 1:25 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mnonstop

2:00 pm - 4:48 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mnonstop

$206Air Canada

Sat, Oct 3 - Sun, Oct 4

4:35 pm - 5:40 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mnonstop

6:20 pm - 9:06 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mnonstop

$206Porter Airlines

Thu, Nov 12 - Sun, Nov 15

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

2h 00mnonstop

7:09 am - 9:54 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mnonstop

$207Lufthansa

Thu, Oct 8 - Sun, Oct 11

12:15 pm - 1:25 pmYTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mnonstop

2:00 pm - 4:48 pmORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mnonstop

$208Air Canada

Thu, Oct 1 - Sun, Oct 4

11:00 am - 12:00 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 00mnonstop

8:50 am - 11:49 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mnonstop

$210Lufthansa

Thu, Oct 8 - Sun, Oct 11

7:09 am - 8:39 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

9:42 am - 12:32 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mnonstop

$231American Airlines

Mon, Dec 7 - Sun, Dec 13

7:09 am - 8:39 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

9:42 am - 12:32 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mnonstop

$231American Airlines

Thu, Nov 5 - Sun, Nov 8

3:35 pm - 4:44 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 09mnonstop

7:02 am - 9:47 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mnonstop

$231United Airlines

Wed, Dec 2 - Sun, Dec 6

8:35 am - 9:44 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 09mnonstop

9:21 pm - 11:59 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 38mnonstop

$231United Airlines

Sat, Nov 28 - Mon, Dec 7

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Porter Airlines flights from Toronto to Wisconsin

Our best Porter Airlines deals on Toronto to Wisconsin flight tickets

Porter Airlines

Nov 4

YTZ10:35 amToronto Island

2h 05m

ORD11:40 amChicago O'Hare Intl

Nov 11

ORD6:20 pmChicago O'Hare Intl

1h 46m

YTZ9:06 pmToronto Island

$205

Porter Airlines

Dec 4

YTZ10:35 amToronto Island

2h 05m

ORD11:40 amChicago O'Hare Intl

Dec 7

ORD6:20 pmChicago O'Hare Intl

1h 46m

YTZ9:06 pmToronto Island

$208

Porter Airlines

Dec 4

YTZ10:35 amToronto Island

2h 05m

ORD11:40 amChicago O'Hare Intl

Dec 12

ORD12:20 pmChicago O'Hare Intl

1h 46m

YTZ3:06 pmToronto Island

$218

Air Canada flights from Toronto to Wisconsin

Our best Air Canada deals on Toronto to Wisconsin flight tickets

Air Canada

Oct 3

YTZ12:15 pmToronto Island

2h 10m

ORD1:25 pmChicago O'Hare Intl

Oct 4

ORD2:00 pmChicago O'Hare Intl

1h 48m

YTZ4:48 pmToronto Island

$206

Air Canada

Nov 2

YTZ8:20 amToronto Island

7h 40m

2 stops

ORD3:00 pmChicago O'Hare Intl

Nov 9

ORD1:55 pmChicago O'Hare Intl

1h 47m

YTZ4:42 pmToronto Island

$207

Air Canada

Oct 2

YYZ4:00 pmToronto Pearson Intl

5h 12m

1 stop

ORD8:12 pmChicago O'Hare Intl

Oct 4

ORD8:40 pmChicago O'Hare Intl

1h 46m

YYZ11:26 pmToronto Pearson Intl

$208

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Wed 11/4

10:35 am-11:40 am

Nonstop2h 05m

Chicago O'Hare Intl

Wed 11/11

6:20 pm-9:06 pm

Nonstop1h 46m

$205

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Sat 10/3

12:15 pm-1:25 pm

Nonstop2h 10m

Chicago O'Hare Intl

Sun 10/4

2:00 pm-4:48 pm

Nonstop1h 48m

$206

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Thu 11/12

4:35 pm-5:40 pm

Nonstop2h 05m

Chicago O'Hare Intl

Sun 11/15

6:20 pm-9:06 pm

Nonstop1h 46m

$206

Quickest round-trip

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

7:09 am-9:54 am

Nonstop1h 45m

$207

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

11:05 am-5:33 pm

1 stop5h 28m

$207

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 10/8

11:00 am-12:00 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 10/11

8:50 am-11:49 am

Nonstop1h 59m

$210

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 11/12

3:57 pm-10:32 pm

1 stop7h 35m

Chicago O'Hare Intl

Fri 11/13

9:42 am-12:32 pm

Nonstop1h 50m

$213

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 10/31

4:15 pm-10:30 pm

1 stop7h 15m

Chicago O'Hare Intl

Sun 11/1

8:00 am-10:50 am

Nonstop1h 50m

$213

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 10/3

7:00 pm-11:21 pm

1 stop5h 21m

Chicago O'Hare Intl

Sun 10/4

7:09 am-9:54 am

Nonstop1h 45m

$213

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 10/24

8:50 am-9:48 am

Nonstop1h 58m

Chicago O'Hare Intl

Mon 10/26

4:40 pm-11:26 pm

1 stop5h 46m

$213

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 Toronto 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 September, then book flights to Wisconsin from Toronto during January instead. Flights to Wisconsin in January, while not as cheap as those in September, still average around $498.

Can stopping save me money on Toronto to Wisconsin flights?

You could potentially save up to 39% on your flight if you consider stops on a Toronto to Wisconsin flight.

Cheap Toronto to Wisconsin flight deals and tips

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

Best Price Found	$128
Fastest flight time	1h 58m
Direct flights	Every day
Airports in Wisconsin	80 airports

The best one-way flight to Wisconsin from Toronto in the past 72 hours is $128. The best round-trip flight deal from Toronto to Wisconsin found on momondo in the last 72 hours is $205.

The fastest flight from Toronto to Wisconsin takes 1h 58m

Direct flights go from Toronto to Wisconsin every day.

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

Search flight deals

Frequently asked questions about flying from Toronto to Wisconsin

When did momondo last update prices for flights from Toronto to Wisconsin?
Prices for flights from Toronto to Wisconsin are refreshed on a daily basis.
How many operators does momondo search for flights from Toronto to Wisconsin?
There are 7 operators available for flights from Toronto to Wisconsin as of September 2026.
How old do you have to be to fly from Toronto to Wisconsin?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Toronto to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents you'll need for your trip to Wisconsin may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Wisconsin. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Toronto to Wisconsin

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $449	Free Cancellation	Rating 7.4 10,220 reviews		Search United Airlines flights

Why use momondo?

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

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

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

All flight searches from Toronto to Wisconsin on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Toronto 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 Toronto to Wisconsin.

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

Yes. momondo can track prices for Toronto 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.