Free cancellation

Chicago to Milwaukee City Highlights or Fall Foliage Day Trip

★ 5.0 (4 reviews) · By Jupiter Legend Corporation

(For Non-foliage season tour)Visit Milwaukee’s top attractions: Harley-Davidson Museum, Public Market, Miller Brewery & Milwaukee Art Museum

Seasonal upgrade available during autumn foliage season

Enjoy breathtaking fall colors at Back Bay Park, Holy Hill Basilica, and Lake Geneva (For optional foliage tour)

Optional lake cruise to view Lake Geneva’s stunning autumn scenery

Round-trip transportation from Chicago included

Free cancellation

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

Reserve now

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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
Ages Infant 0–2; Child 3–12; Adult 13–99
Accessibility Infants and small children can ride in a pram or stroller; Suitable for all physical fitness levels

What's included

Included

  • Professional vehicles transportation (Vehicle used based on the number of guests attending that day)
  • Professional Driver and Guide (or Driver-Guide) .

Not included

  • Gratuities(10% - 20% recommended)
  • All personal and other expenses not listed in the Cost Includes.
  • Food and beverage.
  • Tickets to Harley Davidson Museum,Miller Brewery,Best of the Lake Cruise are not included.(If tour option not selected)

Itinerary

Milwaukee Day Tour from Chicago – Regular & Seasonal Foliage Option Available

Departing from Chicago in the morning, we will head to Milwaukee, Wisconsin’s largest industrial city. Our first stop is the world-famous Harley-Davidson Museum to explore the brand’s legendary history. After the museum, we’ll visit the vibrant Milwaukee Public Market located in the historic Third Ward, where you can discover a variety of Wisconsin specialties such as cheese and sausages.

Next, we’ll tour Miller Brewery to learn about Milwaukee’s rich brewing history and enjoy beer samples (optional). We will then visit the iconic Milwaukee Art Museum, one of the largest art museums in the United States, before returning to Chicago in the evening.

Foliage Season Upgrade (Available in Autumn Only)
During the beautiful autumn foliage season, you may choose to upgrade to our special Maple Foliage Tour. This seasonal itinerary offers stunning fall scenery as we visit Back Bay Park, a perfect maple viewing and hiking location along Lake Michigan. Then we continue to Holy Hill Basilica, where you can overlook colorful forests and rolling hills. Finally, we will explore Lake Geneva, where you may take an optional lake cruise to enjoy the vibrant autumn landscape from a different perspective. After the foliage tour, we will return to Chicago.

Important Note:
This product offers both regular departure dates and special foliage season departures. Please select your preferred option when booking.

Foliage Season Itinerary:
Chicago → Milwaukee → BACK BAY PARK (60 mins) → Holy Hill Basilica (60 mins) → Lake Geneva (90 mins, you can take a cruise at your own expense) → Chicago

Non-Foliage Season Itinerary:
Chicago → Milwaukee → Harley-Davidson Museum (Optional, 90 mins) → Milwaukee Public Market (90 mins) → Miller Brewery Tour (Optional, 90 mins) → Lakefront & Milwaukee Art Museum (Outside Visit, 30 mins) → Chicago

Itinerary effective from January 1, 2027:

Chicago → Milwaukee → Milwaukee Art Museum (Outside Visit, 30 mins) → Harley-Davidson Museum (Optional, 90 mins) → Milwaukee Public Market (90 mins) → Miller Brewery Tour (Optional, 90 mins) → Chicago

Notes:
1. Admission to the Miller Brewery (at your own expense) is subject to the brewery's operating schedule on the day of the visit. From January 1, 2027, should the brewery be closed, the itinerary will be adjusted to include a visit to the Pabst Mansion—the estate of the "Beer King" (Optional; 90-mins).

Meeting point & pickup

Meet at the starting point

07:30Departure Chicago: Chinatown;218 W Cermak Rd, Chicago, IL 60616;(10/04/2025-11/02/2025)

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Cancellation & confirmation

Free cancellation

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

  • 100% refund if cancelled at least 1 day(s) before
  • 0% refund if cancelled 0–1 day(s) before
  • May be cancelled for bad weather
  • May be cancelled if there are not enough travelers

Booking confirmation

Confirmation timing is shown 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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