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C$ 77+ Cheap flights from Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MKE — YYZ
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Wisconsin

Discover essential information about flights departing from Wisconsin, including flight schedules, destinations, airlines operating at the Wisconsin airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 12 December 2025.

Good round-trip deal

C$ 1,944 or less

Good one-way deal

C$ 144 or less
Price to beat on a round-trip flight from Wisconsin.
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Price to beat on a one-way flight from Wisconsin.
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Find flights from Wisconsin

Enter your travel dates to find the best prices.

Cheapest flights from Wisconsin
Explore the most affordable flight options available from Wisconsin. Find the lowest fares based on data from user searches, with prices last updated on 12 December 2025.

Tue 12/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 23/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 212
Tue 12/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Wed 20/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 214
Wed 13/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Tue 19/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 215
Tue 26/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 30/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 11/12C$ 217
Tue 26/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sun 31/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 226
Tue 12/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Thu 21/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 229
Mon 11/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 23/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 230
Mon 11/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Wed 20/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 232
Thu 14/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Wed 20/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 234
Tue 19/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 30/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 11/12C$ 236
Wed 13/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 23/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 11/12C$ 237
Sun 25/110:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Sun 1/212:05 p.m.YYZ - ORD
Nonstop1h 56mAir Canada
Deal found 11/12C$ 254

Find flights from Wisconsin within your budget

 
Find flights departing from Wisconsin that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 12 December 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 17/4

8:46 a.m.-11:37 a.m.

Nonstop3h 51m

Calgary

Sun 19/4

12:40 p.m.-5:07 p.m.

Nonstop3h 27m

C$ 241

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 16/5

9:45 p.m.-1:56 p.m.

1 stop17h 11m

Calgary

Sun 24/5

8:30 a.m.-12:50 p.m.

Nonstop3h 20m

C$ 254

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 21/1

5:40 a.m.-1:08 p.m.

1 stop8h 28m

Calgary

Sat 24/1

6:15 a.m.-6:46 p.m.

1 stop11h 31m

C$ 269

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 12/5

9:45 p.m.-1:56 p.m.

1 stop17h 11m

Calgary

Sun 24/5

2:00 p.m.-10:25 p.m.

1 stop7h 25m

C$ 276

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 23/1

12:53 p.m.-9:53 p.m.

1 stop10h 00m

Calgary

Tue 27/1

6:15 a.m.-5:04 p.m.

1 stop9h 49m

C$ 276

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 16/5

9:45 p.m.-1:56 p.m.

1 stop17h 11m

Calgary

Sat 23/5

6:20 a.m.-11:57 p.m.

1 stop16h 37m

C$ 276

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 26/1

6:28 p.m.-9:21 p.m.

Nonstop1h 53m

Toronto Pearson Intl

Mon 2/2

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

Nonstop2h 10m

C$ 291

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 24/1

3:35 p.m.-9:35 p.m.

1 stop5h 00m

Toronto Island

Sat 31/1

3:30 p.m.-8:10 p.m.

1 stop5h 40m

C$ 294

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 13/2

7:00 a.m.-5:18 p.m.

1 stop9h 18m

Toronto Pearson Intl

Sun 15/2

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

1 stop4h 29m

C$ 321

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 5/2

6:15 a.m.-1:42 p.m.

1 stop6h 27m

Montreal Pierre Elliott Trudeau Intl

Sun 8/2

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

1 stop4h 41m

C$ 325

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin

Have a flexible travel schedule? Discover the best time to fly from 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.

Travel insights for flights from Wisconsin

Get recent, data-driven insights about flights from Wisconsin including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Wisconsin?

Currently, May is the cheapest month in which you can book a flight from Wisconsin (average of C$ 197). Flying from Wisconsin in August will prove the most costly (average of C$ 752). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What is the cheapest place to fly to from Wisconsin?

The cheapest city to fly to from Wisconsin is Dallas/Fort Worth, with prices starting at C$ 144. Explore other affordable destinations below.

Dallas/Fort Worth
Dallas/Fort Worth
From C$ 144
Charlotte Douglas
Charlotte Douglas
From C$ 1,944

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Related info for your journey

Access useful and relevant information related to your journey from Wisconsin. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 12 December 2025.

  • What is the cheapest month to fly from Wisconsin?

    At the present moment the cheapest month to fly from Wisconsin is currently May; with August being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from Wisconsin?

    Cheapflights helps you search for flights from Wisconsin via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

  • Why should you use Cheapflights to find cheap flight tickets from Wisconsin?

    Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Wisconsin for you. Better yet — we are completely free to use.

  • Can Cheapflights find flights from Wisconsin with no change fees?

    Certainly. Search results for flights from Wisconsin shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

  • Can Cheapflights notify me if prices for flights from Wisconsin become cheaper?

    Not ready to book yet? You can track prices for flights from Wisconsin on Cheapflights with our Price Alerts feature and get notified when better prices are available.

See more FAQs

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Wisconsin?

Cheapflights helps you search for flights from Wisconsin via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Wisconsin?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Wisconsin for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Wisconsin with no change fees?

Certainly. Search results for flights from Wisconsin shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Wisconsin become cheaper?

Not ready to book yet? You can track prices for flights from Wisconsin on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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