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

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

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

As of August 2026, 519 flights take off from Toronto and land in Wisconsin each week. The most common flight departure day for this route is Fri, with 17% 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 August 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$ 185 Cheap Flights from Toronto to Wisconsin in 2026

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.

6:50 p.m. - 7:48 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mdirect

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

1h 46mdirect

C$ 277Air Canada

Thu, 10 Sep - Sun, 13 Sep

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$ 279Air Canada

Thu, 10 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$ 284Porter Airlines

Fri, 6 Nov - Mon, 9 Nov

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

2h 05mdirect

2:51 p.m. - 5:44 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 53mdirect

C$ 290Porter Airlines

Sat, 12 Sep - Thu, 17 Sep

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

2h 03mdirect

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

1h 45mdirect

C$ 294United Airlines

Mon, 14 Sep - Thu, 24 Sep

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

2h 00mdirect

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

1h 39mdirect

C$ 294United Airlines

Fri, 18 Sep - Mon, 28 Sep

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

2h 10mdirect

5:48 p.m. - 11:46 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 58m1 stop Philadelphia

C$ 302British Airways

Tue, 15 Sep - Wed, 23 Sep

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

2h 03mdirect

3:40 p.m. - 11:18 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

6h 38m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 304Multiple Airlines

Thu, 10 Sep - Wed, 16 Sep

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

2h 05mdirect

5:48 p.m. - 11:46 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 58m1 stop Philadelphia

C$ 308American Airlines

Tue, 8 Sep - Fri, 11 Sep

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

2h 05mdirect

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

6h 46m1 stop Philadelphia

C$ 308American Airlines

Fri, 25 Sep - Mon, 28 Sep

Cheap last-minute flights

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$ 479Air Canada

Thu, 13 Aug - Sat, 22 Aug

4:00 p.m. - 4:57 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 57mdirect

8:50 p.m. - 11:36 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 46mdirect

C$ 492Air Canada

Thu, 13 Aug - Sat, 22 Aug

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

2h 05mdirect

6:15 p.m. - 11:54 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 39m1 stop Washington, D.C. Dulles Intl

C$ 510United Airlines

Wed, 12 Aug - Sat, 29 Aug

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

2h 05mdirect

6:15 p.m. - 11:54 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

4h 39m1 stop Washington, D.C. Dulles Intl

C$ 510United Airlines

Tue, 11 Aug - Sat, 29 Aug

9:45 a.m. - 4:17 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

7h 32m1 stop Detroit Metropolitan Wayne County

8:48 a.m. - 5:24 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

7h 36m1 stop Detroit Metropolitan Wayne County

C$ 521Delta

Thu, 13 Aug - Fri, 28 Aug

9:45 a.m. - 4:17 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

7h 32m1 stop Detroit Metropolitan Wayne County

8:48 a.m. - 5:24 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

7h 36m1 stop Detroit Metropolitan Wayne County

C$ 521Delta

Thu, 13 Aug - Thu, 27 Aug

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

2h 05mdirect

8:09 a.m. - 10:59 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mdirect

C$ 532American Airlines

Wed, 12 Aug - Wed, 19 Aug

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

2h 05mdirect

7:30 a.m. - 2:58 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

6h 28m1 stop Charlotte Douglas

C$ 546American Airlines

Wed, 12 Aug - Wed, 19 Aug

11:41 a.m. - 12:51 p.m.YYZ Toronto Pearson Intl-MSP Minneapolis St Paul

2h 10mdirect

6:55 a.m. - 9:40 p.m.MSP Minneapolis St Paul-YYZ Toronto Pearson Intl

13h 45m1 stop Boston Logan Intl

C$ 566Multiple Airlines

Thu, 13 Aug - Tue, 25 Aug

11:41 a.m. - 12:51 p.m.YYZ Toronto Pearson Intl-MSP Minneapolis St Paul

2h 10mdirect

6:55 a.m. - 10:04 p.m.MSP Minneapolis St Paul-YYZ Toronto Pearson Intl

14h 09m2 stops Boston Logan Intl Ottawa

C$ 576Multiple Airlines

Thu, 13 Aug - Tue, 25 Aug

Cheap direct flights

Enter your travel dates to find the best prices.

6:50 p.m. - 7:48 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 58mdirect

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

1h 46mdirect

C$ 277Air Canada

Thu, 10 Sep - Sun, 13 Sep

2:00 p.m. - 2:55 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

1h 55mdirect

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

1h 46mdirect

C$ 279Air Canada

Thu, 10 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$ 284Porter Airlines

Fri, 6 Nov - Mon, 9 Nov

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

2h 05mdirect

2:51 p.m. - 5:44 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 53mdirect

C$ 290Porter Airlines

Sat, 12 Sep - Thu, 17 Sep

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

2h 00mdirect

9:18 p.m. - 11:59 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 41mdirect

C$ 294United Airlines

Sun, 6 Sep - Tue, 8 Sep

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$ 294United Airlines

Sun, 20 Sep - Thu, 24 Sep

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

2h 03mdirect

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

1h 46mdirect

C$ 332Multiple Airlines

Sat, 19 Sep - Mon, 21 Sep

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

2h 00mdirect

9:55 a.m. - 12:40 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 45mdirect

C$ 332Multiple Airlines

Fri, 4 Sep - Tue, 8 Sep

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

2h 10mdirect

9:45 a.m. - 12:35 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mdirect

C$ 383American Airlines

Sun, 13 Sep - Wed, 16 Sep

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

2h 10mdirect

9:45 a.m. - 12:35 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mdirect

C$ 415American Airlines

Thu, 10 Sep - Mon, 14 Sep

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Porter Airlines flights from Toronto to Wisconsin

Our best Porter Airlines deals on Toronto to Wisconsin flight tickets

Porter Airlines

6 Nov

YTZ4:35 p.m.Toronto Island

1h 55m

ORD5:30 p.m.Chicago O'Hare Intl

9 Nov

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

1h 40m

YTZ8:50 p.m.Toronto Island

C$ 284

Porter Airlines

12 Sep

YYZ11:40 a.m.Toronto Pearson Intl

2h 05m

ORD12:45 p.m.Chicago O'Hare Intl

17 Sep

ORD2:51 p.m.Chicago O'Hare Intl

1h 53m

YYZ5:44 p.m.Toronto Pearson Intl

C$ 290

Porter Airlines

23 Sep

YYZ1:15 p.m.Toronto Pearson Intl

2h 05m

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

24 Sep

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

1h 56m

YYZ11:26 p.m.Toronto Pearson Intl

C$ 291

American Airlines flights from Toronto to Wisconsin

Our best American Airlines deals on Toronto to Wisconsin flight tickets

American Airlines

8 Sep

YYZ1:15 p.m.Toronto Pearson Intl

2h 05m

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

11 Sep

ORD5:48 p.m.Chicago O'Hare Intl

4h 58m

1 stop

YYZ11:46 p.m.Toronto Pearson Intl

C$ 308

American Airlines

8 Sep

YYZ6:00 a.m.Toronto Pearson Intl

7h 12m

1 stop

ORD12:12 p.m.Chicago O'Hare Intl

11 Sep

ORD4:00 p.m.Chicago O'Hare Intl

6h 46m

1 stop

YYZ11:46 p.m.Toronto Pearson Intl

C$ 329

American Airlines

18 Aug

YYZ7:20 a.m.Toronto Pearson Intl

2h 10m

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

26 Aug

ORD11:10 a.m.Chicago O'Hare Intl

6h 35m

1 stop

YYZ6:45 p.m.Toronto Pearson Intl

C$ 412

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

6:50 p.m.-7:48 p.m.

Nonstop1h 58m

Chicago O'Hare Intl

Sun 13/9

8:40 p.m.-11:26 p.m.

Nonstop1h 46m

C$ 277

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$ 279

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$ 284

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 12/9

11:40 a.m.-12:45 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Thu 17/9

2:51 p.m.-5:44 p.m.

Nonstop1h 53m

C$ 290

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Mon 14/9

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

Nonstop2h 03m

Chicago O'Hare Intl

Thu 24/9

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

Nonstop1h 45m

C$ 294

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 18/9

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

Nonstop2h 00m

Chicago O'Hare Intl

Mon 28/9

9:20 p.m.-11:59 p.m.

Nonstop1h 39m

C$ 294

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Tue 15/9

6:30 a.m.-7:40 a.m.

Nonstop2h 10m

Chicago O'Hare Intl

Wed 23/9

5:48 p.m.-11:46 p.m.

1 stop4h 58m

C$ 302

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 10/9

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

Nonstop2h 03m

Chicago O'Hare Intl

Wed 16/9

3:40 p.m.-11:18 p.m.

1 stop6h 38m

C$ 304

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Tue 8/9

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

Nonstop2h 05m

Chicago O'Hare Intl

Fri 11/9

5:48 p.m.-11:46 p.m.

1 stop4h 58m

C$ 308

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 25/9

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

Nonstop2h 05m

Chicago O'Hare Intl

Mon 28/9

4:00 p.m.-11:46 p.m.

1 stop6h 46m

C$ 308

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 January is, on average, the cheapest month to fly to Wisconsin from Toronto, with most prices found around C$ 694. If you aren’t able to travel during the month of January, then book flights to Wisconsin from Toronto during July instead. Flights to Wisconsin in July, while not as cheap as those in January, still average around C$ 705.

Cheap Toronto to Wisconsin flight deals and tips

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

Fastest flight time	1h 55m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Toronto to Wisconsin takes 1h 55m

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 August 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$ 319	Free Cancellation	Rating 7.4 10,089 reviews		Search United Airlines flights
WestJet	PriceFrom C$ 705	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 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.