Chicago-Milwaukee Small Group Tour

Highlights

Inclusions

Itinerary

1. The Harley-Davidson Museum is a museum in Milwaukee, Wisconsin, United States. It chronicles the history of Harley-Davidson, an American motorcycle manufacturer founded in 1903 known for its loyal brand community

   3 h

2. The Milwaukee Public Market, located in the Historic Third Ward, is a premier, award-winning indoor market featuring local vendors, artisan food, and diverse, ready-to-eat cuisine. Voted best in the U.S. (2024-2025), it is a bustling, two-level hub with a, seafood bar, specialty shops, and a second-floor cooking school.

   30 min

3. Founded in 1855 by Frederick Miller in Milwaukee, Wisconsin, the Miller Brewing Company is an iconic American brewery known for producing popular brands like Miller Lite, Miller High Life, and Milwaukee's Best. Acquired by Molson Coors in 2016, it remains a major, historically significant operation in Milwaukee, pioneering light beer with Miller Lite's 1975 launch.

   1 h

4. The Milwaukee Art Museum (MAM), located on Lake Michigan, is a 30,000-work institution renowned for its stunning, bird-like Quadracci Pavilion designed by Santiago Calatrava. Spanning four floors, it features extensive collections of European and American painting, folk and Haitian art, and a major Georgia O'Keeffe collection.

   45 min

5. Drop off the guests back to hotel or home.

   1.5 h

Cancellation

Free cancellation up to 24 hours before the experience starts, for a full refund.

Know before you go

How it compares in Chicago

• Its from-price is 474% above the median of the 106 city tours we list in Chicago.
• It is longer than most of them.
• The operator lists free cancellation on it.

About Chicago

Chicago is a Great Lakes city on Lake Michigan, famed for skyscraper architecture, deep-dish pizza, blues and jazz and a long lakefront of parks.

Chicago rebuilt itself after the fire of 1871 and became the cradle of the skyscraper. The Chicago River runs through the Loop, where tall towers rise, and boat tours explain the architecture from the water. Millennium Park's mirrored Cloud Gate sculpture, known as the Bean, and the Art Institute of Chicago, with its Impressionist paintings, are close together. Willis Tower has a glass-floored observation deck.

Top-ranked sights in Chicago: Navy Pier, Wrigley Building, The Magnificent Mile.

See all 524 experiences in Chicago