Cheap flights from Winnipeg to Milwaukee
Best time to book a flight from Winnipeg to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Winnipeg with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Winnipeg to Milwaukee
What is the cheapest month to book a flight from Winnipeg to Milwaukee?
Currently, January is the cheapest month in which you can book a flight from Winnipeg to Milwaukee (average of C$ 341). Flying from Winnipeg to Milwaukee in July is currently the most expensive (average of C$ 484). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YWG to MKE?
Find hourly flight availability from Winnipeg to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 31 July 2025.
Unlike in the morning, when flights are generally more expensive, you can save up to 54% on flights from Winnipeg to Milwaukee by exploring options for tickets in the afternoon.
What’s the top layover airport for flights from Winnipeg to Milwaukee?
Share of one-stop round-trip flights from Winnipeg to Milwaukee chosen by Cheapflights users in the past 12 months, using the same layover each way.
Chicago (ORD) – chosen by Cheapflights users on 64% of one-stop itineraries from Winnipeg to Milwaukee on Cheapflights.
What’s the cheapest layover airport for flights from Winnipeg to Milwaukee?
Average round-trip fare for 1-stop flights from Winnipeg to Milwaukee, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 820.
What’s the fastest layover option from Winnipeg to Milwaukee?
Shortest average travel time for 1-stop one-way flights from Winnipeg to Milwaukee, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Minneapolis (MSP) have the shortest average one-way travel time for 1-stop routes: 3h 55m.
Which airport typically offers the quickest layover for flights from Winnipeg to Milwaukee?
Average layover duration for 1-stop one-way flights from Winnipeg to Milwaukee, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Minneapolis (MSP) offer the fastest connection on this route, with an average layover time of 1h 35m.
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Winnipeg to Milwaukee
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How does Cheapflights help users find flights from Winnipeg to Milwaukee?
Deals for Winnipeg to Milwaukee flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Milwaukee?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Milwaukee from Winnipeg.
Can Cheapflights find flights from Winnipeg to Milwaukee with no change fees?
Need flexible booking options for your flight to Milwaukee from Winnipeg? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Can Cheapflights notify me if prices for flights from Winnipeg to Milwaukee become cheaper?
Of course! You can now track prices for flights from Winnipeg to Milwaukee and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.