C$ 146 Cheap Flights to Wisconsin in 2026

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Recent flights found to popular cities in Wisconsin

Find flights to these popular cities in Wisconsin from your nearest airport.

Flights to Milwaukee

Search all flight deals to Milwaukee

Alaska Airlines

20 May

YVR

6h 39m

1 stop

MKE

3 Jun

MKE

6h 13m

1 stop

YVR

C$ 544

WestJet

29 May

YVR

8h 51m

1 stop

MKE

5 Jun

MKE

10h 55m

2 stops

YVR

C$ 552

United Airlines

5 Jun

YVR

16h 18m

1 stop

MKE

7 Jun

MKE

14h 12m

1 stop

YVR

C$ 558

WestJet

29 May

YVR

14h 55m

1 stop

MKE

5 Jun

MKE

28h 51m

1 stop

YVR

C$ 562

United Airlines

1 May

YVR

6h 04m

1 stop

MKE

4 May

MKE

16h 48m

1 stop

YVR

C$ 566

WestJet

29 May

YVR

8h 51m

2 stops

MKE

5 Jun

MKE

10h 55m

2 stops

YVR

C$ 575

Delta

23 Sep

YVR

8h 27m

1 stop

MKE

25 Sep

MKE

10h 22m

1 stop

YVR

C$ 586

United Airlines

2 Jun

YOW

7h 43m

2 stops

MKE

6 Jun

MKE

8h 20m

1 stop

YOW

C$ 591

Delta

29 Jul

YVR

11h 15m

2 stops

MKE

26 Aug

MKE

7h 07m

1 stop

YVR

C$ 592

United Airlines

2 Jun

YOW

11h 37m

2 stops

MKE

6 Jun

MKE

7h 05m

1 stop

YOW

C$ 592

Alaska Airlines

20 May

YVR

6h 39m

1 stop

MKE

1 Jun

MKE

6h 13m

1 stop

YVR

C$ 600

WestJet

29 May

YVR

29h 03m

1 stop

MKE

31 May

MKE

18h 20m

1 stop

YVR

C$ 602

Flights to Madison

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WestJet

8 Jul

YHZ

7h 29m

1 stop

MSN

21 Jul

MSN

12h 45m

1 stop

YHZ

C$ 445

WestJet

24 Jul

YHZ

19h 22m

1 stop

MSN

11 Aug

MSN

10h 19m

1 stop

YHZ

C$ 446

United Airlines

23 May

YHZ

9h 37m

2 stops

MSN

27 May

MSN

12h 15m

2 stops

YHZ

C$ 450

WestJet

24 Jul

YHZ

19h 22m

1 stop

MSN

11 Aug

MSN

9h 59m

2 stops

YHZ

C$ 456

WestJet

8 Jul

YHZ

7h 29m

1 stop

MSN

21 Jul

MSN

10h 25m

2 stops

YHZ

C$ 458

WestJet

3 Jul

YHZ

7h 32m

1 stop

MSN

12 Jul

MSN

10h 25m

2 stops

YHZ

C$ 460

WestJet

24 Jul

YHZ

11h 01m

2 stops

MSN

11 Aug

MSN

9h 59m

2 stops

YHZ

C$ 467

WestJet

21 Aug

YHZ

21h 16m

2 stops

MSN

30 Aug

MSN

22h 25m

2 stops

YHZ

C$ 471

WestJet

8 Jul

YHZ

9h 15m

2 stops

MSN

21 Jul

MSN

10h 25m

2 stops

YHZ

C$ 472

WestJet

18 Sep

YHZ

19h 16m

1 stop

MSN

22 Sep

MSN

12h 45m

1 stop

YHZ

C$ 474

WestJet

12 Aug

YHZ

30h 24m

2 stops

MSN

26 Aug

MSN

22h 25m

2 stops

YHZ

C$ 475

WestJet

25 Aug

YHZ

23h 24m

1 stop

MSN

8 Sep

MSN

10h 19m

1 stop

YHZ

C$ 479

Flights to Green Bay

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United Airlines

23 May

YEG

6h 18m

1 stop

GRB

27 May

GRB

11h 47m

1 stop

YEG

C$ 823

United Airlines

23 May

YEG

6h 18m

1 stop

GRB

27 May

GRB

6h 10m

1 stop

YEG

C$ 827

United Airlines

18 Jul

YYZ

6h 51m

1 stop

GRB

16 Aug

GRB

4h 19m

1 stop

YYZ

C$ 832

Delta

29 May

YYZ

5h 21m

1 stop

GRB

5 Jun

GRB

5h 55m

1 stop

YYZ

C$ 833

WestJet

23 May

YEG

26h 31m

2 stops

GRB

25 May

GRB

11h 35m

1 stop

YEG

C$ 837

WestJet

23 May

YEG

26h 31m

2 stops

GRB

27 May

GRB

6h 02m

1 stop

YEG

C$ 838

WestJet

23 May

YEG

26h 31m

2 stops

GRB

27 May

GRB

10h 47m

2 stops

YEG

C$ 843

United Airlines

29 May

YYZ

4h 45m

1 stop

GRB

5 Jun

GRB

8h 19m

2 stops

YYZ

C$ 863

WestJet

23 May

YEG

12h 34m

2 stops

GRB

25 May

GRB

30h 54m

2 stops

YEG

C$ 871

United Airlines

28 Apr

YYZ

6h 23m

1 stop

GRB

30 Apr

GRB

5h 09m

1 stop

YYZ

C$ 873

WestJet

23 May

YEG

11h 54m

2 stops

GRB

25 May

GRB

30h 54m

2 stops

YEG

C$ 873

United Airlines

28 Apr

YYZ

7h 43m

2 stops

GRB

30 Apr

GRB

9h 44m

1 stop

YYZ

C$ 874

Flights to Appleton

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United Airlines

30 May

YEG

14h 04m

1 stop

ATW

2 Jun

ATW

14h 19m

1 stop

YEG

C$ 823

United Airlines

30 May

YEG

14h 04m

1 stop

ATW

2 Jun

ATW

14h 19m

1 stop

YEG

C$ 825

WestJet

30 May

YEG

27h 18m

2 stops

ATW

2 Jun

ATW

14h 25m

2 stops

YEG

C$ 837

WestJet

30 May

YEG

15h 44m

2 stops

ATW

2 Jun

ATW

5h 23m

1 stop

YEG

C$ 838

Find the cheapest flights from Canada to Wisconsin

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Canada to Wisconsin

Enter your travel dates to find the best prices.

12:00 p.m. - 4:40 p.m.

YYC

ORD

3h 40mdirect

5:30 p.m. - 8:25 p.m.

ORD

YYC

3h 55mdirect

C$ 241WestJet

Sat, 30 May - Sun, 31 May

12:00 p.m. - 4:40 p.m.

YYC

ORD

3h 40mdirect

5:30 p.m. - 8:25 p.m.

ORD

YYC

3h 55mdirect

C$ 270WestJet

Fri, 22 May - Sun, 31 May

6:15 a.m. - 10:45 a.m.

YYC

ORD

3h 30mdirect

8:50 p.m. - 11:42 p.m.

ORD

YYC

3h 52mdirect

C$ 282American Airlines

Fri, 29 May - Fri, 5 Jun

10:05 a.m. - 11:00 a.m.

YTZ

ORD

1h 55mdirect

11:45 a.m. - 2:25 p.m.

ORD

YTZ

1h 40mdirect

C$ 282Porter Airlines

Thu, 10 Sep - Sun, 13 Sep

8:40 p.m. - 9:35 p.m.

YTZ

ORD

1h 55mdirect

7:00 a.m. - 9:40 a.m.

ORD

YTZ

1h 40mdirect

C$ 284Porter Airlines

Thu, 17 Sep - Mon, 21 Sep

7:20 p.m. - 8:16 p.m.

YTZ

ORD

1h 56mdirect

2:00 p.m. - 4:41 p.m.

ORD

YTZ

1h 41mdirect

C$ 299Air Canada

Fri, 26 Jun - Mon, 29 Jun

12:15 p.m. - 1:10 p.m.

YTZ

ORD

1h 55mdirect

7:25 a.m. - 10:06 a.m.

ORD

YTZ

1h 41mdirect

C$ 302Air Canada

Sat, 6 Jun - Sat, 13 Jun

3:13 p.m. - 4:23 p.m.

YYZ

ORD

2h 10mdirect

8:35 p.m. - 11:29 p.m.

ORD

YYZ

1h 54mdirect

C$ 303American Airlines

Sat, 6 Jun - Tue, 9 Jun

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

YYZ

ORD

2h 00mdirect

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

ORD

YYZ

2h 00mdirect

C$ 326United Airlines

Sat, 6 Jun - Wed, 10 Jun

7:00 a.m. - 8:00 a.m.

YYZ

ORD

2h 00mdirect

5:00 a.m. - 11:43 a.m.

ORD

YYZ

5h 43m

1 stop

C$ 340United Airlines

Sat, 6 Jun - Tue, 9 Jun

Fly from

Route

Depart

Return

Price

Cheapest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 30/5

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Sun 31/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 241

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 22/5

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Sun 31/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 270

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 29/5

6:15 a.m.-10:45 a.m.

Nonstop3h 30m

Chicago O'Hare Intl

Fri 5/6

8:50 p.m.-11:42 p.m.

Nonstop3h 52m

C$ 282

Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 10/9

10:05 a.m.-11:00 a.m.

Nonstop1h 55m

Chicago O'Hare Intl

Sun 13/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

C$ 282

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 17/9

8:40 p.m.-9:35 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Mon 21/9

7:00 a.m.-9:40 a.m.

Nonstop1h 40m

C$ 284

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 26/6

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Mon 29/6

2:00 p.m.-4:41 p.m.

Nonstop1h 41m

C$ 299

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 6/6

12:15 p.m.-1:10 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Sat 13/6

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

C$ 302

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

3:13 p.m.-4:23 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Tue 9/6

8:35 p.m.-11:29 p.m.

Nonstop1h 54m

C$ 303

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

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

Nonstop2h 00m

Chicago O'Hare Intl

Wed 10/6

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

Nonstop2h 00m

C$ 326

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Tue 9/6

5:00 a.m.-11:43 a.m.

1 stop5h 43m

C$ 340

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

Wisconsin flights insights and trends

Explore insights for your Wisconsin flight to craft the best travel plan

How long is the flight from Canada to Wisconsin?

The average flight duration from Canada to Wisconsin depends on which airport you fly into and out of. Flying from Toronto Pearson Intl to Milwaukee-Mitchell is 3h 39m on average, while flying from Vancouver Intl to Milwaukee-Mitchell is 6h 04m on average. Milwaukee-Mitchell is the most popular airport in Wisconsin.

Cheapest flights to cities in Wisconsin

Click on the cities below to find out when it's cheapest to fly to Wisconsin, from Canada

Milwaukee

Find flights to Milwaukee

Cheap Wisconsin flight deals and tips

Summary info about Wisconsin flight prices, duration and airlines

Best One-Way Price	C$ 146
Best Round-Trip Price	C$ 241
Fastest flight time	1h 55m
Popular in	March

The best one-way flight price to Wisconsin from Canada in the last 72 hours is C$ 146 (Calgary to Chicago O'Hare Intl).

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The best round-trip flight price to Wisconsin from Canada in the last 72 hours is C$ 241 (Calgary to Chicago O'Hare Intl).

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The fastest flight to Wisconsin from Canada takes 1h 55m (Toronto Island to Chicago O'Hare Intl).

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March has the highest demand for flights to Wisconsin, with a 8% price increase on average.

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Frequently asked questions about flying to Wisconsin

What is the best airport to fly into to visit Milwaukee?

The majority of momondo users who fly to Wisconsin tend to spend time in Milwaukee, which is visited 63% more often than other cities. When flying to Milwaukee, the most popular airport to fly into is Chicago O'Hare Intl Airport.

I plan on visiting UW–Milwaukee Panther Arena. Which airport is the quickest drive?

The closest airport to UW–Milwaukee Panther Arena is Chicago O'Hare Intl Airport, and would make for the quickest drive. For those interested in a secondary airport to fly into, consider looking at flights heading to Milwaukee Airport.

What is the weather like in Wisconsin?

Wisconsin typically has a temperature range from -6 °C(January) to 23 °C(July). Those looking to avoid rain and/or snow while visiting Wisconsin should plan their trip in January, February, or December, as these months are relatively less likely to have precipitation.

When did momondo last update prices for flights to Wisconsin?

Prices for flights to Wisconsin refresh daily.

How many operators does momondo search for flights to Wisconsin?

There are 4 operators available for flights to Wisconsin as of April 2026.

How old do you have to be to fly to Wisconsin?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The required travel and health documents for your Wisconsin trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Wisconsin. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal to Wisconsin?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Wisconsin.

Can I find flights to Wisconsin with flexible booking policies on momondo?

momondo does allow users to show only those flights to Wisconsin which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights to Wisconsin?

Once all potential Wisconsin flight options are in front of you momondo lets you sort and filter flights based on preferences such as airline, price and flight times, amongst many other options.

I’m not ready to book a flight to Wisconsin right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Wisconsin flights. All you need is a valid email address and we will do the rest; it is that quick and easy.