Chicago to Milwaukee Day Trip with Brewery Tour & City Highlights

4.8
(8 reviews)
Chicago, USA

8 to 10 hours (approximately)
Offered in: English

Escape Chicago for a day and experience Milwaukee’s culture, food, and legendary beer scene. This curated day trip includes highlights such as the Harley-Davidson Museum, free time at the Milwaukee Public Market, and an optional Miller Brewery tour and tasting. Enjoy scenic views along the lakefront and an outside visit to the Milwaukee Art Museum before returning to Chicago. Ideal for travelers looking for a relaxed, well-rounded introduction to Milwaukee.

What's Included

Travel with an expert Tour Guide/Driver Guide for a Smooth and Insightful Journey
Harley Davidson Museum and Miller Brewery (Only if option of Tour w/Museum&Brewery selected)
Ride in Comfortable and Professionally Maintained Vehicles (vehicle based on number of guests)
Service Fee for Tour Guide/Driver Guide
Personal Expenses
Meals, Food and Drinks
Harley Davidson Museum and Miller Brewery (Only if option of Tour Only selected)
Gratuities (15% - 20% Recommended)

Meeting and pickup

Meeting point

08:00AM Departure Chicago: Millennium Park Welcome Center. Please note: no parking or bathrooms available at starting point.

End point
This activity ends back at the meeting point.

Itinerary

Duration: 8 to 10 hours (approximately)
  • Chicago (Pass by)

    The day begins in Chicago with comfortable transportation, allowing guests to relax and enjoy the journey north. Sit back as urban skylines transition into scenic Midwestern landscapes, setting the tone for a full day of discovery.

    Admission ticket free
  • Milwaukee (Pass by)

    Arrive in Milwaukee, a city that blends industrial roots with modern creativity. Known for its beer heritage, lakefront setting, and strong local identity, Milwaukee offers a refreshing contrast to Chicago’s fast pace.

    Admission ticket free
  • 1
    Harley-Davidson Museum

    Harley-Davidson Museum (Optional): Step inside the birthplace of one of the most iconic motorcycle brands in the world. The museum features historic bikes, interactive exhibits, and powerful stories of innovation and rebellion that shaped American motor culture. A must-see for history lovers and design enthusiasts alike.

    1 hour 30 minutes Admission ticket included
  • 2
    Milwaukee Public Market

    Milwaukee Public Market: Located in the Historic Third Ward, the Public Market is a hub of local life. Guests can explore dozens of vendors offering fresh seafood, artisanal cheeses, baked goods, international cuisine, and classic Wisconsin flavors. It’s the perfect place to eat, shop, and experience Milwaukee’s culinary soul.

    1 hour 30 minutes Admission ticket included
  • 3

    Miller Brewery Tour and Tasting (Optional): Visit one of the most famous breweries in the world and learn how generations of brewing expertise built a global name. The tour provides insight into the brewing process, historic facilities, and finishes with beer samples for those who choose to participate.

    1 hour 30 minutes Admission ticket included
  • 4
    Milwaukee Art Museum

    Lakefront and Milwaukee Art Museum (Outside Visit): Enjoy time along Lake Michigan with views of Milwaukee’s waterfront skyline. See the exterior of the Milwaukee Art Museum, renowned for its dramatic, wing-like architecture and lakeside setting, making it one of the city’s most photographed landmarks.

    30 minutes Admission ticket included
  • Chicago (Pass by)

    Chicago: After a full day of exploration, relax on the return journey to Chicago, bringing back great memories, photos, and a deeper appreciation for Milwaukee’s culture and character.

    Admission ticket free

Additional info

  • Infants are required to sit on an adult’s lap
  • Public transportation options are available nearby
  • Infants and small children can ride in a pram or stroller
  • Suitable for all physical fitness levels
  • Age & Safety Requirements: Guests under 18 must be accompanied by an adult. Pregnant travelers can participate if under 24 weeks by the tour’s end.
  • What to Bring: Comfortable shoes and clothing for walking and exploring. Sun hat, sunglasses, and sunscreen to protect against Florida’s sunshine. Cash and drinks for hydration and convenience.
Supplied by Jupiter Legend Corporation

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Tags

Day Trips
Full-day Tours
Bus Tours
Beer & Brewery Tours
Historical Tours
Likely to Sell Out
Food & Drink
Spring Break
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate
New Product
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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Rating

4.8 Based on 8 8 reviews
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Likely to sell out
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