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Winnipeg to Milwaukee, WI from CA$285: 5 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Winnipeg, Canada
to
Milwaukee, United States of America

How to Get from Winnipeg to Milwaukee: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$285 by trainBest price
1044 kmDistance
7h 13m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Winnipeg to Milwaukee with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
Various
Plane
Average Duration
7h  13m
Estimated price
CA$378-948
Recommended
Company
VIA Rail, Amtrak
Train
Average Duration
57h  9m
Estimated price
CA$285-784
Cheapest
route map
Distance: 1044 km
Duration: 7h 13m

See more options

Company
Various
Bus
Bus
Drive
Average Duration
30h  17m
Estimated price
CA$257-386
Company
Various
Drive
Average Duration
13h  13m
Estimated price
CA$257-386
Company
Various
Plane
Bus
Average Duration
10h  3m
Estimated price
CA$405-1085

Traveling From Winnipeg to Milwaukee

Traveling from Winnipeg to Milwaukee offers you a fascinating shift from the serene landscapes of Canada to the vibrant cultural scene of the American Midwest.

Best Neighbourhoods in Milwaukee

Milwaukee boasts diverse neighborhoods, each offering distinct experiences for visitors.

Walker’s Point
• Known for its thriving LGBTQ+ community.
• Home to unique art galleries and eateries.
The Historic Third Ward
• Features trendy shops and a bustling theater district.
• Renowned for its vibrant farmers market.
Bay View
• Offers beautiful parks and waterfront views.
• Known for its local breweries and live music scene.

Best Times To Visit Milwaukee's Attractions

Planning your visit to Milwaukee? Timing can significantly enhance your experience.

Milwaukee Art Museum
Visit on weekdays for a quieter experience and fewer tourists.
Harley-Davidson Museum
Early mornings are ideal to explore exhibits without crowds.
Lakefront Brewery
Consider visiting during weekday afternoons for a relaxed brewery tour.

Milwaukee Weather: What to Expect Year-Round

Milwaukee experiences a typical Midwest climate, with cold winters and warm summers, making it essential to plan your visit accordingly. The best times to explore the city are late spring and early fall, as mild temperatures enhance outdoor activities.

Dining Recommendation in Milwaukee

When in Milwaukee, indulge in a classic bratwurst at a local beer garden, where the flavors of charred sausage mingle with fresh, locally brewed beers, creating a lively atmosphere that contrasts sharply with Winnipeg's more homestyle dining scene. This unique combination of hearty fare and vibrant social settings showcases the city’s rich German heritage and commitment to local ingredients.

Winnipeg - Milwaukee operators

Explore transport companies operating between Winnipeg and Milwaukee, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane
Website
delta.com

Plane from Winnipeg (YWG) to Milwaukee (MKE)

Average Duration
7h 13m
Estimated price
378-948
Website
united.com

Plane from Winnipeg (YWG) to Milwaukee (MKE)

Average Duration
7h 41m
Estimated price
257-948

Plane from Winnipeg (YWG) to Madison (MSN)

Average Duration
4h 40m
Estimated price
378-948
Website
aircanada.com

Plane from Winnipeg (YWG) to Milwaukee (MKE)

Average Duration
7h 56m
Estimated price
948-948

Plane from Winnipeg (YWG) to Madison (MSN)

Average Duration
4h 36m
Estimated price
948-948
Train
Contact phone
+1 888 842-7245
Website
viarail.ca

Train from Winnipeg to Toronto Union Station

Average Duration
37h 59m
Estimated price
3786-9483

Train from Toronto Union Station to Buffalo

Average Duration
4h 20m
Estimated price
9486-9485
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Buffalo Depew Station to Chicago Union Station

Average Duration
10h 33m
Estimated price
9489-257

Train from Chicago Union Station to Milwaukee

Average Duration
1h 29m
Estimated price
2857-2840
Bus
Contact phone
+1 414-266-4409
Website
http://www.badgerbus.badgerbus.com/tickets

Bus from Madison, WI-Lake St. to Milwaukee Intermodal

Average Duration
1h 35m
Estimated price
7845-9486
Contact phone
+1 705 472 4500
Website
https://www.ontarionorthland.ca/en

Bus from Winnipeg to Thunder Bay

Average Duration
8h 49m
Estimated price
2851-7846
Contact phone
+1 800-292-3831
Website
https://www.indiantrails.com/

Bus from Sault Ste. Marie, MI to Escanaba, MI

Average Duration
3h 15m
Estimated price
7849-4050

Frequently asked questions

Find out more about the route from Winnipeg to Milwaukee.

Or choose the category:
The distance between Winnipeg and Milwaukee is approximately 1044.5 km or 1280.7 km by road. By train, it takes a considerable amount of time to travel from Winnipeg to Milwaukee. It takes around 9 hours and 54 minutes to fly to Chicago O'Hare and then take a bus to reach Milwaukee. Alternatively, it takes approximately 9 hours and 47 minutes to fly directly from Winnipeg to Milwaukee. If driving, it takes approximately 13 hours and 13 minutes to reach Winnipeg from Milwaukee by car.
The most cost-effective transportation option for traveling from Winnipeg to Milwaukee is to drive. This option takes approximately 13 hours and 13 minutes and costs between C$240 and C$360. However, if time is of the essence, the quickest option is to fly, which takes approximately 9 hours and 47 minutes and costs between C$240 and C$934.
The prices of a train ticket between Winnipeg and Milwaukee can range from C$262 to C$726, depending on the class of service and availability.
To travel from Winnipeg to Milwaukee without using public transportation, you can opt to drive. The road distance between the two cities is approximately 1281.0 km, and it takes around 13 hours and 13 minutes to complete the journey by car. However, keep in mind that these travel times may vary depending on factors such as traffic and road conditions. Additionally, the cost of the trip can range from C$240 to C$360, taking into account fuel expenses and toll fees.
To travel from Winnipeg to Milwaukee without a car, the best option is to take a train. The journey takes approximately 2 days and 9 hours, and ticket prices range from C$254 to C$734. Another alternative is to fly from Winnipeg to Chicago O'Hare and then take a bus to Milwaukee, which usually takes around 9 hours and 54 minutes.
No, there is no direct train link between Winnipeg and Milwaukee. However, there are alternative routes by train that involve transfers in stations like Toronto Union Station, Buffalo Depew Station, and Chicago Union Station. The journey can take approximately 2 days and 9 hours, including transfers. The specific train services are operated by VIA Rail and Amtrak.
The flight between Winnipeg and Milwaukee typically takes around 6 hours and 50 minutes with one stopover. The prices for a flight between the two cities can vary from C$246 to C$885.
There are plenty of accommodation options available near Milwaukee. With over 238 hotels to choose from, you can find something that suits your budget and preferences. Prices for hotels in the area start at C$67, offering a range of affordable options for visitors.

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