Cheap Winnipeg to Wisconsin Flights from C$268

Q: What's the average Winnipeg to Wisconsin flight price?

We looked at all of the upcoming round-trip flights from Winnipeg to Wisconsin we could find over the next 12 months. It looks like C$592 is the best price. This is good, compared to the average Wisconsin ticket price of C$817.

Q: What is the cheapest month to fly from Winnipeg to Wisconsin?

The cheapest month to fly from Winnipeg to Milwaukee General Mitchell Airport is currently July . The cheapest month to fly from Winnipeg to Madison Airport is usually July .

Q: On which upcoming date is it cheapest to fly from Winnipeg to Wisconsin?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Winnipeg to Wisconsin on Friday, July 11, 2025 .

Q: Are there any direct flights from Winnipeg to Wisconsin?

Currently, there aren't any direct flights from Winnipeg to Wisconsin, but you can still fly with a stopover.

Q: If I'm flying from Winnipeg, where in Wisconsin is cheapest to fly to?

If you're flying from Winnipeg, the cheapest city in Wisconsin to fly into is Milwaukee. The cheapest airport serving Milwaukee at the moment is Milwaukee General Mitchell.

Flight deals from Winnipeg to Wisconsin

Looking for cheap flights from Winnipeg to Wisconsin, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here.

Milwaukee.C$592 per passenger.Departing Fri, Jul 11, returning Sun, Jul 13.Round-trip flight with WestJet and Spirit Airlines.Outbound indirect flight with WestJet, departing from Winnipeg on Fri, Jul 11, arriving in Milwaukee General Mitchell.Inbound indirect flight with Spirit Airlines, departing from Milwaukee General Mitchell on Sun, Jul 13, arriving in Winnipeg.Price includes taxes and charges.From C$592, select.

Madison.C$746 per passenger.Departing Tue, Jul 29, returning Tue, Aug 5.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Winnipeg on Tue, Jul 29, arriving in Madison.Inbound indirect flight with Delta, departing from Madison on Tue, Aug 5, arriving in Winnipeg.Price includes taxes and charges.From C$746, select.

Flying from Winnipeg to Wisconsin

Arm yourself with these facts on the fly.

Cheapest flight found	C$268, Milwaukee
Cheapest month to fly	July
Cheapest airport to fly from	Winnipeg

How to find cheap flights from Winnipeg to Wisconsin

We've compared the best online travel agents and flight providers on the Internet to find the cheapest plane tickets from Winnipeg to Wisconsin. Other savvy travelers recently found round-trip flights from C$592 and one-way tickets from C$268. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Winnipeg into Milwaukee

At the moment, the lowest-priced flight tickets to Wisconsin are from Winnipeg Airport to Milwaukee General Mitchell Airport.

Fly in July

We crunched the flight calendar and found the cheapest time to fly from Winnipeg to Wisconsin is currently July.

Fly on a Thursday

From our data, we can see that Thursday seems to be the cheapest time to fly from Winnipeg to Wisconsin.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Winnipeg to anywhere you choose in Wisconsin.

Watch as flight prices go up and down

With Price Alerts, we'll let you know when flight prices from Winnipeg to Wisconsin go up or down so you can book when the time is just right.

Relax – these are fee-free plane tickets

With us, there are no added fees – the Winnipeg to Wisconsin flight price you see when you search with us is what you pay to the provider.

Flights from Winnipeg to Wisconsin

Flight deals from Winnipeg to Wisconsin

Flying from Winnipeg to Wisconsin

How to find cheap flights from Winnipeg to Wisconsin

Fly from Winnipeg into Milwaukee

Fly in July

Fly on a Thursday

Flex your dates for the best rates

Watch as flight prices go up and down

Relax – these are fee-free plane tickets

Frequently asked questions

What's the average Winnipeg to Wisconsin flight price?

What is the cheapest month to fly from Winnipeg to Wisconsin?

On which upcoming date is it cheapest to fly from Winnipeg to Wisconsin?

Are there any direct flights from Winnipeg to Wisconsin?

If I'm flying from Winnipeg, where in Wisconsin is cheapest to fly to?

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