C$ 288+ Cheap flights to Wisconsin

— MKE
20 Oct — 27 Oct1
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

Thu 8/107:00 a.m. -
Nonstop2h 00m
Sun 11/109:55 a.m. -
Nonstop1h 45m
Deal found 20/9C$ 288
Sat 3/1012:15 p.m. -
Nonstop2h 10m
Sun 4/102:00 p.m. -
Nonstop1h 48m
Deal found 19/9C$ 288
Mon 2/118:20 a.m. -
2 stops7h 40m
Mon 9/111:55 p.m. -
Nonstop1h 47m
Deal found 18/9C$ 289
Fri 2/104:00 p.m. -
1 stop5h 12m
Sun 4/108:40 p.m. -
Nonstop1h 46m
Deal found 18/9C$ 291
Thu 3/124:35 p.m. -
Nonstop2h 05m
Tue 8/1212:20 p.m. -
Nonstop1h 46m
Deal found 19/9C$ 291
Thu 1/1012:15 p.m. -
Nonstop2h 10m
Sun 4/102:00 p.m. -
Nonstop1h 48m
Deal found 16/9C$ 292
Thu 8/1011:00 a.m. -
Nonstop2h 00m
Sun 11/108:50 a.m. -
Nonstop1h 59m
Deal found 20/9C$ 294
Fri 23/104:00 p.m. -
1 stop5h 12m
Sun 25/1010:15 a.m. -
Nonstop1h 37m
Deal found 16/9C$ 296
Fri 2/1012:15 p.m. -
Nonstop2h 10m
Tue 6/102:00 p.m. -
Nonstop1h 48m
Deal found 18/9C$ 296
Fri 30/106:45 a.m. -
Nonstop2h 09m
Tue 3/111:55 p.m. -
1 stop6h 40m
Deal found 15/9C$ 298
Wed 7/1012:15 p.m. -
Nonstop2h 10m
Wed 14/102:00 p.m. -
Nonstop1h 48m
Deal found 16/9C$ 298
Sun 4/108:50 a.m. -
Nonstop1h 58m
Wed 7/105:00 a.m. -
1 stop5h 43m
Deal found 16/9C$ 299

Find flights to Wisconsin

Explore Wisconsin

Find flight deals to Wisconsin

Round-trip from

C$ 513

One-way from

C$ 180
American Airlines
  • American Airlines
  • 14/10-21/10
  • 2 total stops
  • 27h 13m total
  • Toronto to Milwaukee
Porter Airlines
  • Porter Airlines
  • 3/11-31/12
  • Nonstop
  • 2h 05m total
  • Toronto to Wisconsin

Cheapflights Fare Finder

 
Use the filters below to find and compare flights to Wisconsin that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 2/10

10:15 a.m.-11:21 a.m.

Nonstop2h 06m

Chicago O'Hare Intl

Wed 7/10

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

Nonstop1h 45m

C$ 323

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 15/10

2:45 p.m.-3:51 p.m.

Nonstop2h 06m

Chicago O'Hare Intl

Fri 16/10

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

Nonstop1h 46m

C$ 323
Quickest round-trip

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Thu 15/10

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

Nonstop2h 00m

Chicago O'Hare Intl

Tue 20/10

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

Nonstop1h 39m

C$ 323

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 31/10

5:55 p.m.-7:05 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Tue 3/11

6:05 p.m.-11:52 p.m.

1 stop4h 47m

C$ 323

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 17/10

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$ 323

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 3/10

3:00 p.m.-8:13 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Sun 4/10

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

Nonstop1h 45m

C$ 323

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 14/10

9:00 p.m.-10:06 p.m.

Nonstop2h 06m

Chicago O'Hare Intl

Wed 21/10

5:00 a.m.-1:47 p.m.

1 stop7h 47m

C$ 323

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 2/12

3:35 p.m.-4:44 p.m.

Nonstop2h 09m

Chicago O'Hare Intl

Thu 10/12

1:57 p.m.-4:47 p.m.

Nonstop1h 50m

C$ 323

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 2/10

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

Nonstop2h 00m

Chicago O'Hare Intl

Mon 5/10

6:06 p.m.-11:54 p.m.

1 stop4h 48m

C$ 324

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 6/11

5:55 p.m.-7:05 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Mon 9/11

2:21 p.m.-11:52 p.m.

1 stop8h 31m

C$ 324

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Showing 1-10 of 32 resultsSorted by cheapest first
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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

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 14 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 airline flying from Toronto to Wisconsin is United Airlines.

Rainfall in Wisconsin 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

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?

The most popular places in Wisconsin to fly to are Milwaukee, Madison, Green Bay, Wausau and Appleton.

Reviews of airlines servicing Wisconsin

Get a feel of what it's like to fly with United Airlines 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.

Food

6.7

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

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

Food

6.7

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

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.

  • What is the cheapest airport to fly to in Wisconsin?

    Madison Truax Field is currently the cheapest airport to fly to in Wisconsin. One-way flights to Madison Truax Field typically cost C$ 560, while round-trip flights cost around C$ 413.

  • 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 32 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. Super 8 by Wyndham 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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