C$ 249+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
— MKE
29 Jan — 5 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Wisconsin in 2025

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 30 December 2025.

Wed 31/1212:14 p.m.YYZ - ORD
1 stop8h 24mWestJet
Fri 2/110:05 a.m.ORD - YYZ
1 stop4h 54mWestJet
Deal found 29/12C$ 891
Tue 30/126:17 p.m.YYZ - ORD
1 stop16h 19mWestJet
Fri 2/19:41 a.m.ORD - YYZ
1 stop22h 17mWestJet
Deal found 29/12C$ 937
Tue 30/127:45 a.m.YYZ - ORD
1 stop14h 49mWestJet
Sun 4/16:02 p.m.ORD - YYZ
1 stop14h 02mWestJet
Deal found 29/12C$ 944
Wed 31/1210:45 p.m.YYZ - MSP
1 stop16h 23mWestJet
Sat 31/13:45 p.m.MSP - YYZ
1 stop18h 27mWestJet
Deal found 27/12C$ 944
Wed 31/1212:09 p.m.YYZ - ORD
1 stop6h 13mMultiple Airlines
Thu 1/17:20 a.m.ORD - YYZ
2 stops11h 51mMultiple Airlines
Deal found 29/12C$ 964
Wed 31/121:12 p.m.YYZ - ORD
Nonstop1h 57mPorter Airlines
Sat 3/18:06 a.m.ORD - YYZ
Nonstop1h 50mPorter Airlines
Deal found 28/12C$ 981
Wed 31/123:30 p.m.YYZ - MKE
1 stop6h 41mUnited Airlines
Thu 8/12:32 p.m.MKE - YYZ
1 stop4h 13mUnited Airlines
Deal found 30/12C$ 982
Tue 30/126:30 p.m.YYZ - ORD
2 stops16h 06mWestJet
Wed 31/126:02 p.m.ORD - YYZ
1 stop3h 48mWestJet
Deal found 29/12C$ 988
Wed 31/126:05 a.m.YYZ - ORD
1 stop3h 56mWestJet
Wed 31/126:02 p.m.ORD - YYZ
1 stop16h 17mWestJet
Deal found 29/12C$ 996
Wed 31/124:50 p.m.YYZ - ORD
Nonstop1h 58mUnited Airlines
Sat 3/12:30 p.m.ORD - YYZ
1 stop8h 16mUnited Airlines
Deal found 28/12C$ 1,001
Wed 31/121:10 p.m.YYZ - MSP
1 stop11h 49mAmerican Airlines
Sat 3/16:51 p.m.MSP - YYZ
1 stop15h 05mAmerican Airlines
Deal found 27/12C$ 1,003
Tue 30/129:00 p.m.YYZ - GRB
1 stop14h 09mUnited Airlines
Sun 4/15:22 p.m.GRB - YYZ
1 stop5h 37mUnited Airlines
Deal found 29/12C$ 1,010

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 30 December 2025
Explore Wisconsin

Find flight deals to Wisconsin

Find the latest flights to Wisconsin in 2025, 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 30 December 2025.

Round-trip from

C$ 480

One-way from

C$ 174

Popular in

August

Cheapest in

February

Average price

C$ 703
1/2-7/2
  • 1/2-7/2
  • 3 total stops
  • 45h 32m total
  • Toronto to Milwaukee
United Airlines
  • United Airlines
  • 12/2
  • Nonstop
  • 2h 09m total
  • Toronto to Wisconsin
Highest demand for flights based on searches. 14% potential increase in price (C$ 104 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease (C$ 28 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 30 December 2025.
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

Thu 5/2

5:30 p.m.-6:50 p.m.

Nonstop2h 20m

Chicago O'Hare Intl

Sun 8/2

4:50 p.m.-7:45 p.m.

Nonstop1h 55m

C$ 278

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 10/2

10:05 a.m.-1:13 p.m.

1 stop4h 08m

Chicago O'Hare Intl

Mon 23/2

6:30 a.m.-11:18 a.m.

1 stop3h 48m

C$ 279

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 17/2

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

1 stop5h 30m

Chicago O'Hare Intl

Fri 20/2

6:30 a.m.-11:18 a.m.

1 stop3h 48m

C$ 279

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/2

6:00 a.m.-9:41 a.m.

1 stop4h 41m

Chicago O'Hare Intl

Sun 8/2

10:35 a.m.-4:12 p.m.

1 stop4h 37m

C$ 279

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 18/2

7:45 a.m.-1:20 p.m.

1 stop6h 35m

Chicago O'Hare Intl

Mon 23/2

6:30 a.m.-11:18 a.m.

1 stop3h 48m

C$ 279

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 13/2

7:45 a.m.-1:20 p.m.

1 stop6h 35m

Chicago O'Hare Intl

Fri 20/2

10:35 a.m.-7:09 p.m.

1 stop7h 34m

C$ 279

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 14/2

5:15 p.m.-8:44 p.m.

1 stop4h 29m

Chicago O'Hare Intl

Fri 20/2

6:30 a.m.-11:18 a.m.

1 stop3h 48m

C$ 279

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 5/4

12:05 p.m.-1:00 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Sun 5/4

8:20 p.m.-11:03 p.m.

Nonstop1h 43m

C$ 280

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 13/2

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

Nonstop2h 04m

Chicago O'Hare Intl

Sun 15/2

1:02 p.m.-6:57 p.m.

1 stop4h 55m

C$ 283

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 5/2

9:30 a.m.-2:55 p.m.

1 stop6h 25m

Chicago O'Hare Intl

Sun 8/2

7:15 a.m.-2:25 p.m.

1 stop6h 10m

C$ 306

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/12

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 5 hours 57 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 Air Canada, Delta and United Airlines.

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 30 December 2025.
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 30 December 2025.
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.

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 35 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. Four Points by Sheraton 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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