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Winona, MN, USA to Milwaukee, WI, USA from $9: 7 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Winona, United States of America
to
Milwaukee, United States of America

How to Get from Winona 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.

$9 by trainBest price
323 kmDistance
3h 50m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Winona 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
Amtrak
Train
Average Duration
3h  56m
Estimated price
$9-110
Recommended
Company
Amtrak
Train
Average Duration
3h  56m
Estimated price
$9-110
Cheapest
route map
Distance: 323 km
Duration: 3h 50m

See more options

Company
Amtrak Thruway Connecting Service
Bus
Average Duration
6h  25m
Estimated price
$0-0
Company
Jefferson Lines
Bus
Average Duration
4h  50m
Estimated price
$40-110
Company
Various
Drive
Average Duration
3h  50m
Estimated price
$40-65
Company
Various
Bus
Plane
Average Duration
7h  10m
Estimated price
$55-346
Company
Various
Plane
Average Duration
4h  27m
Estimated price
$198-559

Traveling From Winona to Milwaukee

Embarking on your journey from Winona's tranquil river views to Milwaukee's vibrant urban landscape offers a captivating contrast between peaceful natural beauty and bustling city life.

Best Neighbourhoods in Milwaukee

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

Milwaukee Historic Third Ward
• Home to trendy boutiques and art galleries.
• Great dining options along Water Street.
Bay View
• Known for its eclectic local shops.
• Vibrant music and food scene.
Walker's Point
• Diverse nightlife and cultural attractions.
• A hub for LGBTQ+ friendly venues.

Best Times To Visit Milwaukee's Attractions

Timing your visit can elevate your experience at Milwaukee's top spots.

Milwaukee Art Museum
Visit in the morning on weekdays for fewer crowds and a quieter atmosphere.
Harley-Davidson Museum
Afternoons on Sundays are great for a leisurely tour and fewer visitors.
Lakefront Beer Gardens
Enjoy evenings on weekdays to relax with a drink and live music.

Milwaukee Weather: What to Expect Year-Round

Milwaukee experiences a humid continental climate, with warm summers and cold winters that can influence outdoor activities. For the best travel experience, consider visiting in late spring or early fall when the weather is mild and crowds are less intense.

Dining Recommendation in Milwaukee

For a standout culinary experience, try the classic Milwaukee dish of fried cheese curds at the iconic Kopp's Frozen Custard, which showcases a vibrant local flavor that’s a departure from Winona's farm-to-table scene. The lively atmosphere and the unique blend of creamy custard and savory curds create a dining vibe that truly captures the city's rich culinary identity.

Winona - Milwaukee operators

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

Train
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Train from Winona to Milwaukee

Average Duration
3h 56m
Estimated price
$9-110
Bus
Contact phone
+1-858-800-8898
Website
https://jeffersonlines.com

Bus from Winona State University, MN to Milwaukee, WI - Amtrak

Average Duration
4h 50m
Estimated price
$40-110

Bus from La Crosse to Milwaukee

Average Duration
4h 50m
Estimated price
$0-0
Plane
Website
aa.com

Plane from La Crosse (LSE) to Milwaukee (MKE)

Average Duration
4h 27m
Estimated price
$198-559

Plane from Rochester (RST) to Milwaukee (MKE)

Average Duration
4h 47m
Estimated price
$91-93
Website
delta.com

Plane from Rochester to Milwaukee

Average Duration
4h 26m
Estimated price
$94-940

Frequently asked questions

Find out more about the route from Winona to Milwaukee.

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The distance between Winona and Milwaukee is approximately 160 miles. By car, the travel time is typically around 2.5 to 3 hours, depending on traffic and road conditions. If you choose to take a bus, the journey may take around 3.5 to 4 hours, as it includes potential stops and layovers. Alternatively, flying is less common for this route, but if available, it could take about an hour of flight time, not including airport procedures.
The most cost-effective and time-efficient option for traveling from Winona to Milwaukee is usually driving, as it allows for a direct route in approximately 2.5 to 3 hours without additional costs associated with public transport. Alternatively, taking a bus can be budget-friendly, though it may take around 3.5 to 4 hours, which is slightly longer than driving. If you're looking for convenience, rideshare services can provide a flexible schedule, but prices may vary based on demand. Overall, personal vehicle travel tends to balance both time and cost efficiency best for this route.
The cost of traveling from Winona to Milwaukee varies depending on the mode of transportation. Driving by car involves fuel expenses, which can range from $20 to $30 round trip, depending on gas prices and vehicle fuel efficiency. If you opt for a bus, ticket prices typically range from $30 to $60 one way, depending on the provider and time of booking. Additionally, if you choose a rideshare service, fares can vary widely, generally falling anywhere from $100 to $200 based on demand and the time of travel.
To travel from Winona to Milwaukee without using public transportation, you can drive your own car, which offers flexibility and convenience. Alternatively, consider arranging a rideshare with a friend or family member who is making the trip. If you prefer a more communal option, you could look into carpooling services where you can connect with others traveling in the same direction. Lastly, for a unique experience, you might rent a car or use a platform like Turo to rent a vehicle for the journey.
To travel from Winona to Milwaukee without a car, you can explore ridesharing options by connecting with services like Uber or Lyft, which can provide a direct route. Additionally, consider using a bicycle for an adventurous trip, but be prepared for a long journey. You could also look into charter or private shuttle services that may operate between the two cities. Lastly, if you're open to alternative methods, arranging a carpool with someone traveling that way could be a convenient and cost-effective option.
There is no direct public transportation link, such as a train or bus, specifically between Winona and Milwaukee. However, you can take a bus from Winona to larger cities like Rochester or La Crosse, then connect to a bus heading to Milwaukee. Alternatively, using rideshare services or arranging a private shuttle may provide more direct travel options. If traveling by carpool or personal vehicle, the trip can be made directly, taking around 2.5 to 3 hours.
The flight time between Winona and Milwaukee is typically about one hour, but there are often no direct flights available for this short distance. Travelers usually have to fly from the nearest major airports, such as Rochester International Airport, connecting through larger hubs. The cost of a flight can vary widely, generally ranging from $100 to $300, depending on the time of booking, season, and airline. Due to the short distance, many travelers opt for driving instead, as it may be more economical and convenient.
Near Milwaukee you have a variety of accommodation options to choose from, ranging from hotels to cozy bed-and-breakfasts. Popular hotel chains like Marriott, Hilton, and Hyatt are located downtown, providing convenient access to local attractions and the waterfront. For a more unique experience, consider staying at the historic Pfister Hotel, known for its luxurious accommodations and stunning architecture. Additionally, there are budget-friendly options like motels and hostels, ensuring that every traveler can find suitable lodging in the area.