C$ 256+ Cheap flights to Wisconsin

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19/2. Fares are subject to change and may not be available on all flights or dates of travel.
— MKE
26 Feb — 5 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Wisconsin in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Wisconsin
Explore the most affordable flight options available to Wisconsin. Find the lowest fares based on data from user searches, with prices last updated on 27 January 2026.

Thu 19/22:15 p.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Mon 23/28:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 26/1C$ 256
Fri 19/67:00 a.m.
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Sun 21/69:15 p.m.
ORD
-
YYZ
Nonstop1h 44m
United Airlines
Deal found 27/1C$ 259
Thu 19/23:30 p.m.
YYZ
-
ORD
Nonstop2h 09m
United Airlines
Mon 23/26:28 p.m.
ORD
-
YYZ
Nonstop1h 53m
United Airlines
Deal found 26/1C$ 260
Sat 21/24:00 p.m.
YYZ
-
ORD
1 stop5h 10m
Air Canada
Tue 24/210:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 26/1C$ 268
Tue 10/37:00 a.m.
YTZ
-
ORD
1 stop5h 18m
Air Canada
Tue 31/312:50 p.m.
ORD
-
YTZ
1 stop6h 02m
Air Canada
Deal found 26/1C$ 268
Thu 19/23:30 p.m.
YYZ
-
ORD
Nonstop2h 09m
Lufthansa
Mon 23/26:28 p.m.
ORD
-
YYZ
Nonstop1h 53m
Lufthansa
Deal found 26/1C$ 271
Tue 17/29:00 p.m.
YYZ
-
ORD
Nonstop2h 04m
United Airlines
Tue 24/22:30 p.m.
ORD
-
YYZ
1 stop5h 54m
United Airlines
Deal found 27/1C$ 272
Thu 19/26:00 a.m.
YYZ
-
ORD
Nonstop2h 15m
American Airlines
Mon 23/26:08 a.m.
ORD
-
YYZ
1 stop4h 43m
American Airlines
Deal found 26/1C$ 274
Tue 2/67:40 p.m.
YYZ
-
ORD
1 stop4h 41m
United Airlines
Sat 6/67:08 a.m.
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Deal found 26/1C$ 279
Fri 6/31:55 p.m.
YYZ
-
ORD
1 stop5h 29m
American Airlines
Sun 8/31:22 p.m.
ORD
-
YYZ
Nonstop1h 41m
American Airlines
Deal found 25/1C$ 281
Fri 5/612:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 7/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 27/1C$ 288
Thu 12/36:40 p.m.
YYZ
-
ORD
Nonstop2h 05m
Air Canada
Sun 15/38:40 p.m.
ORD
-
YYZ
Nonstop1h 39m
Air Canada
Deal found 26/1C$ 289

Find flights to Wisconsin

Browse one-way and round-trip flights deals to Wisconsin on Cheapflights. Flight deals are based on user searches and were last updated on 27 January 2026
Explore Wisconsin

Find flight deals to Wisconsin

Find the latest flights to Wisconsin in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 27 January 2026.

Round-trip from

C$ 505

One-way from

C$ 164

Popular in

August

Cheapest in

April

Average price

C$ 624
American Airlines
  • American Airlines
  • 5/3-8/3
  • 2 total stops
  • 24h 24m total
  • Toronto to Milwaukee
Air Canada
  • Air Canada
  • 25/2
  • Nonstop
  • 1h 58m total
  • Toronto to Wisconsin
Highest demand for flights based on searches. 11% potential increase in price (C$ 89 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease (C$ 26 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Locate flights to Wisconsin that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 27 January 2026.
Use the filters below to find and compare flights to Wisconsin that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 17/2

8:45 a.m.-9:50 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Tue 24/2

1:12 p.m.-4:02 p.m.

Nonstop1h 50m

C$ 259

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 19/2

9:00 p.m.-10:04 p.m.

Nonstop2h 04m

Chicago O'Hare Intl

Wed 1/4

2:58 p.m.-5:56 p.m.

Nonstop1h 58m

C$ 260

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Tue 10/3

7:00 a.m.-11:18 a.m.

1 stop5h 18m

Chicago O'Hare Intl

Tue 31/3

12:50 p.m.-7:52 p.m.

1 stop6h 02m

C$ 268

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 20/2

3:30 p.m.-4:39 p.m.

Nonstop2h 09m

Chicago O'Hare Intl

Thu 26/2

6:00 a.m.-11:48 a.m.

1 stop4h 48m

C$ 272

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

2:50 p.m.-11:12 p.m.

1 stop9h 22m

Chicago O'Hare Intl

Tue 9/6

3:00 p.m.-5:58 p.m.

Nonstop1h 58m

C$ 281

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 10/2

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Tue 17/2

4:47 p.m.-7:45 p.m.

Nonstop1h 58m

C$ 292

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 25/2

7:40 p.m.-11:43 p.m.

1 stop5h 03m

Chicago O'Hare Intl

Thu 26/2

6:00 a.m.-11:48 a.m.

1 stop4h 48m

C$ 293

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 17/2

6:15 a.m.-9:41 a.m.

1 stop4h 26m

Chicago O'Hare Intl

Tue 31/3

9:50 a.m.-3:08 p.m.

1 stop4h 18m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 16/2

12:11 p.m.-4:41 p.m.

1 stop5h 30m

Chicago O'Hare Intl

Thu 2/4

9:50 a.m.-3:08 p.m.

1 stop4h 18m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 16/2

12:11 p.m.-4:41 p.m.

1 stop5h 30m

Chicago O'Hare Intl

Wed 1/4

7:10 a.m.-11:23 a.m.

1 stop3h 13m

C$ 294

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/1

Showing 1-10 of 33 results
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Best time to book a flight to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Wisconsin

How long is the flight to Wisconsin?

On average, a flight from Toronto to Wisconsin takes 6 hours 22 minutes. Flights to Wisconsin from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Wisconsin?

The cheapest airlines flying from Toronto to Wisconsin are United Airlines, Air Canada and WestJet.

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 36.0 - 102.0 mm per month. June is typically the wettest month, when rainfall can reach 102.0 mm. January is typically the driest time to visit Wisconsin when rainfall is around 36.0 mm.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

What are the most popular places to fly to in Wisconsin?

Destination popularity is based on the amount of flight searches to Wisconsin in the last few years. This data was updated on 27 January 2026.
The most popular places in Wisconsin to fly to are Milwaukee, Madison, Green Bay, Wausau and Appleton.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated 27 January 2026.
Get a feel of what it's like to fly with United Airlines and WestJet to the United States by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

FAQs about flying to Wisconsin

Wisconsin climate

Wisconsin has a continental climate with cold winters and warm summers. January in Milwaukee ranges from the teens through the 20s (F) and July from the 60s into the 80s. In the north, along Lake Superior, winters are much colder, in the single digits and teens, but summers are mild with temperatures reaching the low 70s. Milwaukee’s annual snowfall averages 47 inches. Iron County, on the other hand, boasts an average annual snowfall of 180 inches.

Getting around Wisconsin

The bus service is mostly in southern and central Wisconsin. Milwaukee has great walking venues along the river and many attractions are accessible on foot. The Milwaukee County Transit System can get you downtown or out to the suburbs. The Trolley loops around downtown and runs on a seasonal basis. The city is also easily navigated by car.

For exploring the state your best bet is to drive. Interstates and back roads take you around the southern part of the state. Northern Wisconsin has no interstates, which also explains why it is such a great area for camping, canoeing, kayaking, fishing, and snowmobiling.

For the Apostle Islands, the modes of transport are walking and boating. There is excellent biking in Door County.

What is good to know if travelling to Wisconsin?

  • Door County, named after the strait between the Door Peninsula and Washington Island has five state parks, more lighthouses than any other county in the U.S. and about 40 islands. The pride of Door County is its cherry orchards. You can pick up pies, jams and dried cherries along roadside stands. It is also renowned for its fish boils – local whitefish, potatoes and onions cooked in a kettle over a wood fire.
  • Milwaukee: Miller Valley is the part of West State Street between the Miller Brewing Company’s buildings. There is a replica of Miller’s first brewery and the Miller Inn.
  • New Glarus in south Wisconsin is named after Glarus in Switzerland. It was settled in 1845 by about 150 immigrants and is home to the Swiss Historical Village, a museum of 13 historic buildings. There are also annual festivals such as the Heidi and William Tell festivals. Not only is New Glarus a good place to sample Swiss cuisine, but the New Glarus Brewing Company offers microbrews, the most popular of which is the Spotted Cow.
  • Cheeseheads are what fans of the Green Bay Packers are called. They, in honour of the state’s dairy industry, wear triangular headgear shaped like a piece of cheese and made of plastic or foam. For more cheese, visit the Gibbsville cheese factory where you can sample some of the 50 types made. In Milwaukee, buy souvenirs at the Wisconsin Cheese Mart in the original German retail district such as Mild Wisconsin Cheddar Cheese in the shape of a “W” or a Cheesehead survival kit with cheddar in the shape of “Bucky the Badger”, salami, mustard and maple syrup.
  • The 21 Apostle Islands on Lake Superior: Madeline Island has particularly fine beaches and unspoilt landscape.
  • Marinette County has 14 waterfalls – beautiful spots for camping and picnicking.
  • When is the best time to fly to Wisconsin?

    Peak Season: Summer is the high season, particularly around the lakes and the Lake Superior Shore. Door County is very crowded in summer, and northern Wisconsin hosts lots of visitors who enjoy camping, hiking, and fishing. The Dells have become a year-round destination. Milwaukee has several outdoor events in July and August. If you’re one of the nearly 1 million people booking Wisconsin flights for the annual Summerfest music and entertainment festival, plan ahead and book hotel rooms in advance, too. Winter is becoming more and more popular, beckoning to snow enthusiasts, especially snowmobilers and cross-country skiers. Off Season: Spring and fall are quieter times to visit Wisconsin and it’s likely travellers can find cheap flights to Wisconsin. Spring offers outdoor adventures, including white-water rafting. Fall is a busy hunting season. Door County is quiet in winter and offers ice fishing, cross-country skiing, and snowmobiling.

  • Can I find cheaper flights to Wisconsin if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Wisconsin on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Wisconsin?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Wisconsin.

  • Where does the fastest flight to Wisconsin depart from?

    For those looking to save time traveling to Wisconsin, Winnipeg offers the quickest one-way flight (1 hour 30 minutes).

  • Does Milwaukee-Mitchell have rental cars?

    Yes. Those touching down at Milwaukee-Mitchell can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Milwaukee-Mitchell?

    Yes. Milwaukee-Mitchell has hotels nearby for those requiring accommodations. Royle Hotel Milwaukee Airport is the closest property to Milwaukee-Mitchell (0.0 km away from Milwaukee-Mitchell).

See more FAQs

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Yes, Cheapflights offers price alerts on Wisconsin flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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