Flights from Winnipeg to Wisconsin

Flight deals from Winnipeg to Wisconsin

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

Milwaukee.ر.ق.‏ 1,863 per passenger.Departing Fri, 11 Jul, returning Sun, 13 Jul.Return flight with Porter Airlines and Spirit Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Fri, 11 Jul, arriving in Milwaukee General Mitchell.Inbound indirect flight with Spirit Airlines, departs from Milwaukee General Mitchell on Sun, 13 Jul, arriving in Winnipeg.Price includes taxes and charges.From ر.ق.‏ 1,863, select.

Madison.ر.ق.‏ 2,002 per passenger.Departing Tue, 29 Jul, returning Tue, 5 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Tue, 29 Jul, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Tue, 5 Aug, arriving in Winnipeg.Price includes taxes and charges.From ر.ق.‏ 2,002, select.

Flying from Winnipeg to Wisconsin

Arm yourself with these facts on the fly.

Cheapest flight found	ر.ق.‏ 922, Madison
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 travellers recently found return flights from ر.ق.‏ 1,863 and one-way tickets from ر.ق.‏ 922 one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Winnipeg into Madison

At the moment, the lowest priced flight tickets to Wisconsin are from Winnipeg Airport to Madison 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 Monday

From our data, we can see that Monday 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 fares rise and fall

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 flight 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.

Frequently asked questions

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

Which upcoming date is cheapest to fly from Winnipeg to Wisconsin on?

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

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.

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

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.