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C$ 76+ 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 26/5. 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
31 Mar — 7 Apr1
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 1 March 2026.

Good round-trip deal

C$ 458 or less

Good one-way deal

C$ 142 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

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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 1 March 2026.

Fri 17/42:20 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 24/49:00 a.m.
YYC
-
ORD
Nonstop3h 35m
WestJet
Deal found 26/2C$ 207
Thu 30/45:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 4/512:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 25/2C$ 218
Wed 27/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 30/512:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/2C$ 220
Wed 27/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 29/512:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/3C$ 221
Wed 27/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 1/612:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/2C$ 222
Fri 29/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 1/612:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/2C$ 224
Fri 17/42:20 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Sun 26/412:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/2C$ 225
Thu 28/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 1/612:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/2C$ 226
Fri 15/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 22/512:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 27/2C$ 228
Fri 24/42:20 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 27/412:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/2C$ 229
Fri 21/85:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Wed 26/812:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/2C$ 233
Thu 4/65:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Thu 11/612:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/2C$ 235

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 1 March 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Route

Depart

Return

Price

MinneapolisCalgary

MSP - YYC

MSPYYC

Minneapolis St Paul

Wed 10/6

2:55 p.m.-7:40 p.m.

1 stop5h 45m

Calgary

Sat 20/6

10:15 a.m.-2:05 p.m.

Nonstop2h 50m

C$ 255

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 18/4

9:35 p.m.-10:04 a.m.

1 stop11h 29m

Toronto Pearson Intl

Sun 19/4

1:00 p.m.-2:01 p.m.

Nonstop2h 01m

C$ 282

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 15/4

8:40 a.m.-6:22 p.m.

2 stops8h 42m

Toronto Island

Wed 22/4

7:55 a.m.-2:55 p.m.

2 stops8h 00m

C$ 290

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 17/6

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

Nonstop1h 41m

Toronto Island

Thu 18/6

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

Nonstop1h 56m

C$ 290

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 8/4

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

Nonstop1h 39m

Toronto Pearson Intl

Sun 12/4

1:00 p.m.-2:01 p.m.

Nonstop2h 01m

C$ 303

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 26/7

5:00 a.m.-6:13 p.m.

1 stop14h 13m

Calgary

Mon 3/8

7:15 p.m.-11:23 a.m.

1 stop15h 08m

C$ 308

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sun 5/4

7:10 a.m.-5:41 p.m.

1 stop9h 31m

Montreal Pierre Elliott Trudeau Intl

Thu 9/4

6:46 p.m.-11:54 p.m.

1 stop6h 08m

C$ 323

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 6/4

1:57 p.m.-11:13 p.m.

1 stop8h 16m

Montreal Pierre Elliott Trudeau Intl

Thu 9/4

6:46 p.m.-11:54 p.m.

1 stop6h 08m

C$ 323

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 25/5

7:00 a.m.-4:15 p.m.

1 stop8h 15m

Montreal Pierre Elliott Trudeau Intl

Fri 5/6

12:49 p.m.-8:14 p.m.

1 stop8h 25m

C$ 323

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 17/3

7:10 a.m.-5:31 p.m.

1 stop9h 21m

Montreal Pierre Elliott Trudeau Intl

Tue 24/3

6:00 a.m.-1:17 p.m.

1 stop8h 17m

C$ 323

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/2

Showing 1-10 of 60 resultsSorted by cheapest first
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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$ 195). Flying from Wisconsin in August will prove the most costly (average of C$ 736). 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$ 142. Explore other affordable destinations below.

Dallas/Fort Worth
Dallas/Fort Worth
From C$ 142
Chicago
Chicago
From C$ 394
Charlotte Douglas
Charlotte Douglas
From C$ 1,922

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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 1 March 2026.

  • 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

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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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