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

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

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

As of September 2026, 439 flights take off from Toronto and land in Wisconsin each week. The most common flight departure day for this route is Mon, with 22% of weekly flights taking off on this day.

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.

C$ 179 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.

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 287Air Canada

Thu, 15 Oct - Sun, 18 Oct

10:35 a.m. - 11:40 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 287Porter Airlines

Wed, 4 Nov - Wed, 11 Nov

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 289Air Canada

Sat, 3 Oct - Sun, 4 Oct

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 289Porter Airlines

Thu, 12 Nov - Sun, 15 Nov

7:00 a.m. - 8:00 a.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$ 290Lufthansa

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

8:50 a.m. - 11:49 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mdirect

C$ 294Lufthansa

Thu, 8 Oct - Sun, 11 Oct

7:00 p.m. - 11:21 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 21m1 stop Newark

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

1h 45mdirect

C$ 299United Airlines

Sat, 3 Oct - Sun, 4 Oct

8:50 a.m. - 9:48 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mdirect

4:40 p.m. - 11:26 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

5h 46m1 stop Newark

C$ 299United Airlines

Sat, 24 Oct - Mon, 26 Oct

7:09 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mdirect

9:00 a.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

5h 10m1 stop Charlotte Douglas

C$ 299American Airlines

Tue, 3 Nov - Tue, 10 Nov

11:36 a.m. - 1:01 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 25mdirect

6:02 a.m. - 11:59 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 57m1 stop Washington, D.C. Reagan-National

C$ 299American Airlines

Sat, 14 Nov - Tue, 17 Nov

Cheap last-minute flights

Enter your travel dates to find the best prices.

9:00 p.m. - 10:05 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mdirect

9:20 p.m. - 11:59 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 39mdirect

C$ 488United Airlines

Wed, 23 Sep - Sun, 18 Oct

1:00 p.m. - 2:05 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mdirect

5:53 p.m. - 8:44 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 51mdirect

C$ 488United Airlines

Sat, 26 Sep - Sun, 11 Oct

5:15 p.m. - 6:18 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

8:40 p.m. - 11:26 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 46mdirect

C$ 488Multiple Airlines

Wed, 23 Sep - Sun, 18 Oct

10:45 a.m. - 2:52 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

5h 07m1 stop Montreal Pierre Elliott Trudeau Intl

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 489Air Canada

Sat, 26 Sep - Tue, 6 Oct

10:45 a.m. - 2:52 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

5h 07m1 stop Montreal Pierre Elliott Trudeau Intl

7:25 a.m. - 10:13 a.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 489Air Canada

Sat, 26 Sep - Fri, 2 Oct

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

2h 00mdirect

2:15 p.m. - 5:01 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 46mdirect

C$ 491Multiple Airlines

Sat, 26 Sep - Mon, 5 Oct

11:53 a.m. - 4:00 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

5h 07m1 stop Charlotte Douglas

4:00 p.m. - 11:46 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

6h 46m1 stop Philadelphia

C$ 526American Airlines

Sat, 26 Sep - Fri, 2 Oct

11:40 a.m. - 12:45 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mdirect

3:42 p.m. - 6:35 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 53mdirect

C$ 528Porter Airlines

Sat, 26 Sep - Mon, 28 Sep

6:30 a.m. - 7:40 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mdirect

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

1h 56mdirect

C$ 528Porter Airlines

Fri, 25 Sep - Sat, 26 Sep

3:13 p.m. - 4:18 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 05mdirect

1:45 p.m. - 9:37 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

6h 52m1 stop New York LaGuardia

C$ 589American Airlines

Wed, 23 Sep - Fri, 5 Mar

Cheap direct flights

Enter your travel dates to find the best prices.

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 287Air Canada

Thu, 15 Oct - Sun, 18 Oct

10:35 a.m. - 11:40 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 287Porter Airlines

Wed, 4 Nov - Wed, 11 Nov

12:15 p.m. - 1:25 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 10mdirect

2:00 p.m. - 4:48 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 48mdirect

C$ 289Air Canada

Sat, 3 Oct - Sun, 4 Oct

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:06 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 46mdirect

C$ 289Porter Airlines

Thu, 12 Nov - Sun, 15 Nov

7:00 a.m. - 8:00 a.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$ 290Lufthansa

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

8:50 a.m. - 11:49 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 59mdirect

C$ 294Lufthansa

Thu, 8 Oct - Sun, 11 Oct

5:55 p.m. - 7:05 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mdirect

1:57 p.m. - 4:47 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mdirect

C$ 324United Airlines

Sat, 31 Oct - Tue, 3 Nov

8:50 a.m. - 9:48 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mdirect

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

1h 47mdirect

C$ 324United Airlines

Wed, 7 Oct - Thu, 15 Oct

7:09 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mdirect

9:42 a.m. - 12:32 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mdirect

C$ 324American Airlines

Mon, 7 Dec - Sun, 13 Dec

7:09 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mdirect

9:42 a.m. - 12:32 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mdirect

C$ 324American Airlines

Thu, 5 Nov - Sun, 8 Nov

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Porter Airlines flights from Toronto to Wisconsin

Our best Porter Airlines deals on Toronto to Wisconsin flight tickets

Porter Airlines

4 Dec

YTZ10:35 a.m.Toronto Island

2h 05m

ORD11:40 a.m.Chicago O'Hare Intl

7 Dec

ORD6:20 p.m.Chicago O'Hare Intl

1h 46m

YTZ9:06 p.m.Toronto Island

C$ 292

Porter Airlines

4 Dec

YTZ10:35 a.m.Toronto Island

2h 05m

ORD11:40 a.m.Chicago O'Hare Intl

11 Dec

ORD12:20 p.m.Chicago O'Hare Intl

1h 46m

YTZ3:06 p.m.Toronto Island

C$ 306

Porter Airlines

1 Dec

YTZ4:35 p.m.Toronto Island

2h 05m

ORD5:40 p.m.Chicago O'Hare Intl

9 Dec

ORD12:20 p.m.Chicago O'Hare Intl

1h 46m

YTZ3:06 p.m.Toronto Island

C$ 336

Lufthansa flights from Toronto to Wisconsin

Our best Lufthansa deals on Toronto to Wisconsin flight tickets

Lufthansa

8 Oct

YYZ11:00 a.m.Toronto Pearson Intl

2h 00m

ORD12:00 p.m.Chicago O'Hare Intl

11 Oct

ORD8:50 a.m.Chicago O'Hare Intl

1h 59m

YYZ11:49 a.m.Toronto Pearson Intl

C$ 294

Lufthansa

8 Oct

YYZ7:00 a.m.Toronto Pearson Intl

2h 00m

ORD8:00 a.m.Chicago O'Hare Intl

11 Oct

ORD5:00 a.m.Chicago O'Hare Intl

5h 43m

1 stop

YYZ11:43 a.m.Toronto Pearson Intl

C$ 301

Lufthansa

1 Oct

YYZ10:15 a.m.Toronto Pearson Intl

2h 06m

ORD11:21 a.m.Chicago O'Hare Intl

4 Oct

ORD6:00 a.m.Chicago O'Hare Intl

12h 00m

1 stop

YYZ7:00 p.m.Toronto Pearson Intl

C$ 307

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Thu 15/10

12:15 p.m.-1:25 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Sun 18/10

2:00 p.m.-4:48 p.m.

Nonstop1h 48m

C$ 287

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Wed 4/11

10:35 a.m.-11:40 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 11/11

6:20 p.m.-9:06 p.m.

Nonstop1h 46m

C$ 287

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Sat 3/10

12:15 p.m.-1:25 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Sun 4/10

2:00 p.m.-4:48 p.m.

Nonstop1h 48m

C$ 289

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Thu 12/11

4:35 p.m.-5:40 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Sun 15/11

6:20 p.m.-9:06 p.m.

Nonstop1h 46m

C$ 289

Quickest round-trip

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

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

Nonstop1h 45m

C$ 290

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 8/10

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

Nonstop2h 00m

Chicago O'Hare Intl

Sun 11/10

8:50 a.m.-11:49 a.m.

Nonstop1h 59m

C$ 294

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 3/10

7:00 p.m.-11:21 p.m.

1 stop5h 21m

Chicago O'Hare Intl

Sun 4/10

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

Nonstop1h 45m

C$ 299

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 24/10

8:50 a.m.-9:48 a.m.

Nonstop1h 58m

Chicago O'Hare Intl

Mon 26/10

4:40 p.m.-11:26 p.m.

1 stop5h 46m

C$ 299

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Tue 3/11

7:09 a.m.-8:39 a.m.

Nonstop2h 30m

Chicago O'Hare Intl

Tue 10/11

9:00 a.m.-3:10 p.m.

1 stop5h 10m

C$ 299

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 14/11

11:36 a.m.-1:01 p.m.

Nonstop2h 25m

Chicago O'Hare Intl

Tue 17/11

6:02 a.m.-11:59 a.m.

1 stop4h 57m

C$ 299

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?

The month of September is, on average, the cheapest month to fly to Wisconsin from Toronto, with most prices found around C$ 670. 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 C$ 698.

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	C$ 179
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 C$ 179. The best round-trip flight deal from Toronto to Wisconsin found on momondo in the last 72 hours is C$ 287.

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 C$ 321	Free Cancellation	Rating 7.4 10,226 reviews		Search United Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Toronto to Wisconsin . Millions of users trust and use momondo every year so you are in good hands.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Wisconsin from Toronto.

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

Price alerts on flights to Wisconsin from Toronto are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.