$201 Cheap Flights from Winnipeg (YWG) to Milwaukee (MKE)

View $201 flight on Sat, Jun 6, 2026Opens in a new window

Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE)

Cheap Flights from Winnipeg to Milwaukee (YWG-MKE)

Prices were available within the past 7 days and start at $201 for one-way flights and $689 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$689 Roundtrip, found 19 hours ago
$689
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $689 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$713 Roundtrip, found 19 hours ago
$713
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $713 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$736 Roundtrip, found 19 hours ago
$736
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $736 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$751 Roundtrip, found 19 hours ago
$751
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $751 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$763 Roundtrip, found 19 hours ago
$763
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $763 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$774 Roundtrip, found 19 hours ago
$774
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $774 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$786 Roundtrip, found 19 hours ago
$786
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $786 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$805 Roundtrip, found 19 hours ago
$805
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $805 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$808 Roundtrip, found 19 hours ago
$808
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $808 found 19 hours ago
WestJet
Thu, Nov 20 - Mon, Nov 24
YWG
Winnipeg
MKE
Milwaukee
$809 Roundtrip, found 19 hours ago
$809
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Nov 20 from Winnipeg to Milwaukee, returning Mon, Nov 24, priced at $809 found 19 hours ago

Find the cheapest month to fly from Winnipeg (YWG) to Milwaukee (MKE)

December is typically the cheapest month to fly

From $350 - $988 per traveler.

Frequently asked questions

How much does a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE) cost?
Grab a cheap one-way flight from $201 or cheap return flight from $689 from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE)?
Planning your getaway for November can help you save, as it's the cheapest month for flights between YWG and MKE. You'll usually find the lowest fares during the off-season.
What is the cheapest airline that flies from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE)?
To find the cheapest airline flying from YWG to MKE, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE)?
You'll need to book a flight with a layover when traveling from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from YWG to MKE?
Usually you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE)?
Choose a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE) that leaves before 3 PM to reduce the likelihood of delays. Departures after this hour have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE) last-minute?
Last-minute fares from YWG to MKE are usually more expensive. To secure the best rates, start searching for flights early. That being said, if your travel plans are flexible, it's possible to score a cheap fare just before your departure.
Is it cheaper to book a YWG to MKE flight and hotel package?
You'll typically save money by booking a YWG to MKE flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've chosen your ideal flights and accommodations, consider adding extras including tours, activities and car rentals.
Can I cancel or change the date of my flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to General Mitchell Intl. Airport (MKE)?
In most cases, you're able to reschedule or cancel your YWG to MKE flight. However, there may be additional charges, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you want further details, go to our Customer Service portal.

Travel information

Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
General Mitchell Intl.
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
$689
Distance
653 mi

Book with confidence

Winnipeg to Milwaukee Flights

The cheapest times to fly from Winnipeg to Milwaukee

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Winnipeg to Milwaukee are during the month of November. You can find some of the cheapest flights from Winnipeg to Milwaukee with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Winnipeg to Milwaukee

Sunday is one of the best days to book for cheap flights from Winnipeg to Milwaukee: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Winnipeg to Milwaukee

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Winnipeg to Milwaukee in 2025. You can also book with separate airlines for your outbound and return journeys, from $201 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Winnipeg to Milwaukee flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Winnipeg to Milwaukee airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Winnipeg to Milwaukee Flights

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*Available to One Key members.