Free cancellation

Milwaukee Day Tour from Chicago with Foliage Season Upgrade

5.0 (4 reviews) · By Jupiter Legend Corporation

Spend a day exploring Milwaukee with our Milwaukee Day Tour from Chicago. This trip takes you to some of the city’s top attractions, including the legendary Harley-Davidson Museum, the bustling Milwaukee Public Market, Miller Brewery, and the Milwaukee Art Museum. It’s a perfect way to experience the city’s rich history, vibrant culture, and local flavors all in one day.

During the autumn foliage season, you can upgrade to our special foliage tour. Imagine walking through Back Bay Park, admiring the colorful leaves, visiting Holy Hill Basilica for breathtaking views, and exploring Lake Geneva. For an even more memorable experience, opt for a lake cruise to see Lake Geneva’s stunning fall scenery from the water.

Transportation is provided round-trip from Chicago, making this a hassle-free way to enjoy a full day of sightseeing. Whether you're interested in history, art, or just want to see beautiful fall colors, this Milwaukee Day Tour from Chicago offers a flexible and engaging experience.

Frequently asked questions

What’s included in the Milwaukee Day Tour from Chicago?

The tour includes transportation in a professional vehicle, a driver-guide, and all scheduled stops. Please note that tickets to attractions like the Harley-Davidson Museum, Miller Brewery, and Lake Geneva cruise are not included unless you select the optional foliage upgrade.

How long is the tour?

The entire tour lasts approximately 24 hours, starting in the morning and returning in the evening.

Is the tour suitable for children and infants?

Yes, the tour is suitable for all ages. Infants and small children can ride in a pram or stroller, and the tour accommodates all physical fitness levels.

Can I upgrade to see fall foliage?

Absolutely. During autumn, you can choose the seasonal foliage upgrade, which includes visits to Back Bay Park, Holy Hill Basilica, and Lake Geneva, with an optional lake cruise.

What should I bring?

Bring comfortable clothing, a camera, and any personal items you might need. Food and drinks are not included, so consider packing snacks or purchasing at stops.

How do I cancel or get a refund?

You can cancel for a full refund if you do so at least 24 hours before departure. Cancellations made less than 24 hours before are non-refundable. The tour may be canceled due to bad weather or low bookings.

Free cancellation

Cancel at least 24 hours before the scheduled departure for a full refund.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 24 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 24 hours
Languages English
Group size Up to 12 people
Ages accepted Infants 0–2; Children 3–12; Adults 13–99
Accessibility Infants and small children can ride in a pram or stroller; suitable for all fitness levels

What's included

Included

  • Transportation in a professional vehicle (model varies based on group size)
  • Professional driver and guide

Not included

  • Gratuities (10%–20% recommended)
  • Personal expenses and other costs not listed
  • Food and beverages
  • Tickets for attractions like the Harley-Davidson Museum, Miller Brewery, or Lake Geneva cruise (unless the optional foliage upgrade is selected)

Itinerary

A full-day tour from Chicago to Milwaukee, with optional foliage viewing during autumn.

  1. Harley-Davidson Museum

    Explore Milwaukee's legendary motorcycle history at the world-famous Harley-Davidson Museum.

    90 minutes
  2. Milwaukee Public Market

    Discover local Wisconsin specialties like cheese and sausages at this vibrant historic market.

    90 minutes
  3. Miller Brewery

    Learn about Milwaukee’s brewing heritage and enjoy beer samples (optional).

    90 minutes
  4. Milwaukee Art Museum

    Visit one of the largest art museums in the U.S., known for its iconic architecture.

    30 minutes
  5. Foliage Season Upgrade (Autumn only)

    Visit Back Bay Park for fall colors, Holy Hill Basilica for scenic views, and Lake Geneva, with an optional cruise.

    Varies

Meeting point & pickup

Meet at the designated starting point in Chicago.

07:30 departure from Chinatown, 218 W Cermak Rd, Chicago, IL 60616 (available from October 4th to November 2nd, 2025).

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Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before the scheduled departure for a full refund.

  • 100% refund if canceled at least 1 day in advance
  • No refund if canceled within 24 hours of departure
  • Tour may be canceled due to bad weather or low bookings

Booking confirmation

Confirmation details will be provided at checkout with our booking partner.

From $125.00 per person

Infant Age 0–2
0
Child Age 3–12
0
Adult Age 13–99
1
  • Free cancellation
  • Secure checkout with our booking partner

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Prices and availability are subject to change. You will be redirected to our partner website to complete your booking.