C$ 258+ 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 21/11. Fares are subject to change and may not be available on all flights or dates of travel.
— MKE
13 Nov — 20 Nov1
1 adult
1 adult, Economy

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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 14 October 2025.

Fri 21/116:15 p.m.YYZ - ORD
1 stop5h 41mAmerican Airlines
Tue 25/115:00 a.m.ORD - YYZ
1 stop5h 03mAmerican Airlines
Deal found 13/10C$ 258
Wed 26/116:20 p.m.YYZ - ORD
Nonstop2h 00mAmerican Airlines
Wed 3/121:16 p.m.ORD - YYZ
Nonstop1h 47mAmerican Airlines
Deal found 12/10C$ 263
Thu 20/116:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Mon 24/116:34 p.m.ORD - YYZ
Nonstop1h 55mAmerican Airlines
Deal found 14/10C$ 264
Thu 4/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 7/128:10 a.m.ORD - YYZ
Nonstop1h 46mAmerican Airlines
Deal found 12/10C$ 267
Thu 27/1111:32 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Thu 4/1211:31 a.m.ORD - YYZ
1 stop4h 04mAmerican Airlines
Deal found 13/10C$ 271
Sat 22/1111:51 a.m.YYZ - ORD
1 stop7h 04mAmerican Airlines
Mon 24/116:34 p.m.ORD - YYZ
Nonstop1h 55mAmerican Airlines
Deal found 13/10C$ 280
Wed 5/115:00 p.m.YYZ - ORD
1 stop6h 26mDelta
Tue 11/119:30 a.m.ORD - YYZ
1 stop5h 44mDelta
Deal found 12/10C$ 282
Fri 7/114:30 p.m.YYZ - ORD
1 stop8h 07mAmerican Airlines
Sat 15/115:00 a.m.ORD - YYZ
1 stop5h 03mAmerican Airlines
Deal found 12/10C$ 285
Wed 26/118:30 a.m.YTZ - ORD
1 stop7h 25mAir Canada
Wed 3/127:05 a.m.ORD - YTZ
1 stop6h 50mAir Canada
Deal found 12/10C$ 319
Wed 26/1110:45 p.m.YYZ - MSP
1 stop12h 49mWestJet
Wed 3/121:55 p.m.MSP - YYZ
1 stop8h 44mWestJet
Deal found 12/10C$ 334
Thu 4/128:30 a.m.YTZ - ORD
1 stop7h 25mAir Canada
Sun 7/127:05 a.m.ORD - YTZ
1 stop6h 50mAir Canada
Deal found 13/10C$ 341
Wed 5/118:30 a.m.YTZ - ORD
1 stop7h 25mAir Canada
Sat 8/1112:50 p.m.ORD - YTZ
1 stop6h 05mAir Canada
Deal found 12/10C$ 346

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 14 October 2025
Explore Wisconsin

Flights to Wisconsin in 2025

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 14 October 2025.

Round-trip from

C$ 455

One-way from

C$ 167

Popular in

August

Cheapest in

February

Average price

C$ 683
7/1-11/1
  • 7/1-11/1
  • 2 total stops
  • 39h 17m total
  • Toronto to Milwaukee
American Airlines
  • American Airlines
  • 19/11
  • Nonstop
  • 2h 15m total
  • Toronto to Wisconsin
Highest demand for flights based on searches. 19% potential increase in price (C$ 204 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease (C$ 42 potential savings vs. average RT price).
Average for round-trip flights in October 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 14 October 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

Fri 7/11

5:30 p.m.-6:39 p.m.

Nonstop2h 09m

Chicago O'Hare Intl

Fri 13/2

8:15 p.m.-10:54 p.m.

Nonstop1h 39m

C$ 288

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/12

3:38 p.m.-8:35 p.m.

1 stop5h 57m

Chicago O'Hare Intl

Sun 14/12

6:45 a.m.-2:48 p.m.

1 stop7h 03m

C$ 295

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 24/11

6:30 a.m.-11:34 a.m.

1 stop6h 04m

Chicago O'Hare Intl

Thu 27/11

9:42 a.m.-5:15 p.m.

1 stop6h 33m

C$ 295

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 16/11

6:05 a.m.-10:01 a.m.

1 stop4h 56m

Chicago O'Hare Intl

Wed 19/11

6:00 a.m.-1:20 p.m.

1 stop6h 20m

C$ 295

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 4/12

12:13 p.m.-6:27 p.m.

1 stop7h 14m

Chicago O'Hare Intl

Sun 7/12

6:00 a.m.-4:09 p.m.

1 stop9h 09m

C$ 296

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 26/11

9:52 a.m.-4:24 p.m.

1 stop7h 32m

Chicago O'Hare Intl

Tue 2/12

3:50 p.m.-11:27 p.m.

1 stop6h 37m

C$ 296

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 4/11

10:20 a.m.-6:23 p.m.

1 stop9h 03m

Chicago O'Hare Intl

Fri 7/11

1:25 p.m.-10:55 p.m.

1 stop8h 30m

C$ 296

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 27/11

6:05 a.m.-8:57 a.m.

1 stop3h 52m

Chicago O'Hare Intl

Thu 4/12

6:45 a.m.-2:48 p.m.

1 stop7h 03m

C$ 296

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 24/11

9:52 a.m.-1:55 p.m.

1 stop5h 03m

Chicago O'Hare Intl

Tue 2/12

6:00 a.m.-4:09 p.m.

1 stop9h 09m

C$ 296

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 4/11

6:09 p.m.-8:23 p.m.

1 stop3h 14m

Chicago O'Hare Intl

Thu 6/11

7:10 a.m.-2:45 p.m.

1 stop6h 35m

C$ 296

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

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 49 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, American Airlines 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 14 October 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 14 October 2025.
Get a feel of what it's like to fly with United Airlines,WestJet, andAir Canada 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

6.6

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Food

6.6

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Food

6.6

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Food

6.6

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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?

    Milwaukee-Mitchell is currently the cheapest airport to fly to in Wisconsin. One-way flights to Milwaukee-Mitchell typically cost C$ 195, while round-trip flights cost around C$ 120.

  • 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. 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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