Chicago to Milwaukee Day Trip with Brewery Tour & City Highlights
Gallery image 2
Gallery image 3
Gallery image 4
Gallery image 5

Chicago to Milwaukee Day Trip with Brewery Tour & City Highlights

Active
(8 reviews)
8h - 10h
For a full refund, cancel at least 24 hours before the scheduled departure time.
Instant_then_manual confirmation
Mobile or paper ticket accepted

About this experience

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.

Available options

Tour w/Museum&Brewery(CM1)

This Price Option includes: admission tickets to Harley Davidson Museum and Miller Brewery.<br/>Please Note Miller Brewery: Excluding tips and taxes, children and adolescents aged 3-20 have no beer tasting experience.

Tour Only(CM1)

For solo traveler: please contact tour operator prior make the booking and ask for any available seat. We would be happy to help.<br/>Option excludes: Harley Davidson Museum and Miller Brewery admission tickets.

Special Deal

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)

Detailed itinerary

1

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.

2
Stop 2 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.

3

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.

4

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.

5

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.

6
Stop 6

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.

7

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.

What's not included

Personal Expenses
Meals, Food and Drinks
Harley Davidson Museum and Miller Brewery (Only if option of Tour Only selected)
Gratuities (15% - 20% Recommended)

Available languages

Guide guide
EN

Reviews breakdown

Viator 4.5
4 reviews
5★
3
4★
0
3★
1
2★
0
1★
0
Tripadvisor 5.0
4 reviews
5★
4
4★
0
3★
0
2★
0
1★
0

Important information

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.
Booking Details & Contact Information: Ensure all personal details (name, contact info, flight information) are correct at the time of booking. A reachable phone number is required for safety and communication. Mistakes in booking details will result in additional personal costs.
Pick-Up Location Policy: When booking, select your pick-up hotel. If undecided, you may update your pick-up location later, but you must contact us or update this information at least 3 days before the tour date. Failure to provide or update your pick-up location before departure may result in missing the tour. The company will not be responsible for missed tours, and any fees paid will not be refunded.
Tickets & Charges: Pre-purchased tickets or city passes are not accepted. Tickets must be purchased through us or via the guide. Group reservations are recommended for a seamless experience.
Itinerary Adjustments & Tour Operator Rights: The tour operator reserves the right to adjust the itinerary for smooth operations based on weather, traffic, or unforeseen circumstances. The tour guide may alter schedules to ensure the best experience for guests.
Parking & Transportation: Parking is not available at the meeting point. Transportation to and from the departure location is not included—please arrange your own travel.
Closed Attractions & Alternative Plans: If a scenic spot is closed, a suitable alternative will be arranged.
Booster Seat Policy for Children: Children under 6 years old must have a booster seat to participate. Guests are responsible for providing the booster seat and any fines for violations. Bus Travel Exception: Booster seats are not required when traveling by bus on the tour day.
Health & Accessibility Considerations: Guests with disabilities or special needs should notify us in advance. Wheelchair-accessible buses are not guaranteed—prior approval is required for accessibility requests. No health restrictions limit participation in this tour.
Terms & Conditions Updates: Policies may change—please check the official website for updated terms and conditions before your travel date. The operator is not liable for damages unless required by law.
Leaving the Group Early: If you plan to leave the group before the tour ends, please inform the guide and sign a departure form. No refunds will be issued for unused portions of the tour.
Gifts & Tour Adjustments: Tour Gifts: Complimentary gifts may be provided during the tour; however, availability depends on external factors (such as weather). Refund Policy on Gifts: No refunds will be issued if gifts or experiences change.
Booking Guidelines for Large Groups: For parties exceeding four guests or those requiring separate rooms, please create separate bookings. To stay together on the same bus, provide all confirmation numbers once your bookings are complete.
Tour Group Size: This tour is limited to a small group of 55 travelers, ensuring an intimate and high-quality experience.
Tour Duration & Travel Time: The tour lasts approximately 8-10 hours, including round-trip transportation between Chicago and Milwaukee and time spent at attractions. Traffic conditions may vary, affecting travel time.
No health restrictions limit in order to join this tour.

Meeting point

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

Important notes

Please notify your order number or invoice number upon payment. Present your receipt and voucher upon check-in.

Please arrive at the starting point 5-10 mins before departure time.

Know Before You Go

1. The maximal waiting time for any late passengers is 10 minutes beyond the meeting time announced by the Tour Guide. While JUPITER LEGEND Corporation makes every effort to provide on-time service, it does not guarantee to arrive at or depart from any point.as a specific time, which may be affected by any number of factors including weather, traffic, strikes, government shutdowns, war or terrorist attacks, or mechanical prob- lems. JUPITER LEGEND Corporation is not liable for any inconvenience or expense caused as a result of such a delay, not liable for the expense of connecting air or train or bus service missed as a result of a delay and not liable for any other travel expense caused as a result of a delay.

2. JUPITER LEGEND Corporation and Ctour Holiday reserve the right, when operating conditions require, transferring passengers from one vehicle to another en route.

3. The following documents are recommended to make your check-in process smooth: A valid photo ID is required to board the bus; We recommend you bring a copy of the email confirmation to board the bus.

4. Pets and animals are not allowed on the vehicle.

5. Smoking is prohibited aboard the bus in accordance with Federal law.

6. Emergency contact: (Toll Free) +1(866)585-8747 or +1(212)334-4222.

About Chicago

Chicago is a vibrant city known for its stunning architecture, rich cultural heritage, and world-class cuisine. Situated along the shores of Lake Michigan, it offers a unique blend of urban excitement and natural beauty, making it a must-visit destination for travelers from around the globe.

Top Attractions

Millennium Park

Millennium Park is a famous public park in downtown Chicago, known for its modern art and architecture. It's home to the iconic Cloud Gate sculpture, also known as 'The Bean'.

Park 1-2 hours Free

Art Institute of Chicago

One of the oldest and largest art museums in the United States, the Art Institute of Chicago houses an impressive collection of artworks from around the world.

Museum 2-3 hours $25 (adults), Free for children under 14

Skydeck Chicago

Located on the 103rd floor of the Willis Tower, Skydeck Chicago offers breathtaking views of the city and Lake Michigan. Visitors can step out onto The Ledge, a glass balcony extending out from the building.

Observation Deck 1-2 hours $28 (adults), $20 (children 3-11)

Navy Pier

Navy Pier is a 3,300-foot-long pier on the Chicago shoreline of Lake Michigan. It offers a variety of attractions, including shops, restaurants, and rides.

Entertainment 2-4 hours Free to enter, individual attractions have varying costs

Wrigley Field

Wrigley Field is a historic baseball park located on the North Side of Chicago. It's home to the Chicago Cubs and offers a unique atmosphere for sports fans.

Sports 2-4 hours (game duration varies) Ticket prices vary depending on the game and seating

Must-Try Local Dishes

Deep-Dish Pizza

A thick, buttery crust filled with layers of cheese, toppings, and tomato sauce. It's a Chicago classic and a must-try for pizza lovers.

Dinner Contains gluten and dairy. Vegetarian and vegan options are available at some restaurants.

Chicago-Style Hot Dog

A steamed or grilled all-beef hot dog topped with yellow mustard, chopped white onions, bright green sweet pickle relish, a dill pickle spear, tomato wedges, pickled sport peppers, and a dash of celery salt, all served on a poppy seed bun.

Snack Contains gluten and dairy. Vegetarian and vegan options are available at some hot dog stands.

Italian Beef Sandwich

Thinly sliced beef cooked in its own juices and served on an Italian roll. It's typically dipped in the juices and topped with sweet or hot peppers.

Lunch/Dinner Contains gluten and beef. Vegetarian and vegan options are available at some Italian beef restaurants.

Chicago-Style Popcorn

A sweet and savory snack made with caramel and cheese-flavored popcorn, often sold in colorful boxes at street corners and ballgames.

Snack Contains dairy. Vegetarian and vegan options are available at some popcorn stands.

Popular Activities

Kayaking on the Chicago River Biking along Lake Michigan Rock climbing at First Ascent Picnicking in Millennium Park Yoga in the park Spa treatments at The Peninsula Chicago Visiting the Art Institute of Chicago Attending a performance at the Chicago Symphony Orchestra

Best Time to Visit

May to September

This is the best time to visit Chicago for outdoor activities, festivals, and sightseeing. The weather is warm and pleasant, making it ideal for exploring the city's parks and attractions.

15°C to 30°C 59°F to 86°F

Practical Information

Language

  • Official: English
  • Widely spoken: Spanish, Polish, Chinese
  • English: Widely spoken

Currency

United States Dollar (USD)

Time Zone

Central Time Zone (CT) (GMT-6)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Chicago is generally safe for tourists, but visitors should be aware of their surroundings and take precautions to protect themselves and their belongings. Some areas of the city have higher crime rates, and visitors should research their destinations before traveling.

Important Precautions:
  • • Be aware of your surroundings and keep valuables secure
  • • Use licensed taxis or ride-sharing services
  • • Avoid walking alone in isolated or poorly lit areas, especially at night

Getting there

By air
  • O'Hare International Airport • 27 km (17 miles) from city center
  • Midway International Airport • 13 km (8 miles) from city center
By train

Union Station, Ogilvie Transportation Center

By bus

Greyhound Station, Megabus Terminal

Getting around

Public transport

The 'L' is a convenient and affordable way to get around Chicago. It consists of eight color-coded lines.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

The Loop Lincoln Park Wicker Park Magnificent Mile Pilsen

Day trips

Navy Pier
2 km (1.2 miles) • Half day to full day

Navy Pier is a 3,300-foot-long pier on the Chicago shoreline of Lake Michigan. It offers a variety of attractions, including shops, restaurants, and rides.

Wrigley Field
10 km (6.2 miles) • Half day to full day

Wrigley Field is a historic baseball park located on the North Side of Chicago. It's home to the Chicago Cubs and offers a unique atmosphere for sports fans.

Museum Campus
3 km (1.9 miles) • Half day to full day

The Museum Campus is a 57-acre park located on the southern tip of Grant Park in Chicago. It's home to several world-class museums, including the Field Museum, the Shedd Aquarium, and the Adler Planetarium.

Festivals

Lollapalooza • Early August (4-day festival) Chicago Jazz Festival • Late August to early September (weekend festival) Chicago Food Festival • Early September (weekend festival)

Pro tips

  • Visit popular attractions early in the morning or late in the afternoon to avoid crowds and long wait times
  • Use the Ventra card for easy and convenient payments on public transportation
  • Explore the city's diverse neighborhoods and culinary scene to get a true sense of Chicago's character and culture
  • Take an architecture river cruise to see the city's stunning skyline and learn about its architectural history
  • Visit the city's many parks and outdoor spaces to enjoy nature and outdoor activities, even in the heart of the city
From $25 per person

Price varies by option

Adults
Age 21-64
1
Childs
Age 3-4
0
Infants
Age 0-2
0
Booking requirements:
  • Min travelers: 1
  • Max travelers: 12
  • Adult required for booking
Secure booking
Free cancellation available

Similar Experiences

Similar on Klook