Must-See in Chicago, Architecture, History & Culture Tour

Intrepid Urban Adventures

Take a private or shared group walking tour of some of Chicago’s greatest hits: incredible architecture both old and new, delicious local treats, stunning river views, and much more.

Millennium Park

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Start your tour under the dazzling marquee of the Chicago Theater (which you might recognize from the movie-musical Chicago) and then head towards the Chicago Pedway, a uniquely Chicago feature used by locals and commuters daily to move about the city in a network of underground tunnels. Afterward, head back above-ground near City Hall and head inside to see the classic interior design and architecture.

Next, enjoy a local tradition: Chicago-style popcorn. Weather permitting, take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Willis Tower. Along the way, enjoy views of the world-famous Wrigley Building and the incredible Chicago Tribune building. Your second tasty confection is locally made chocolate from a Chicago staple.

Round up your tour in the picturesque Millennium Park, home to the iconic Bean sculpture. Here, your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or drink recommendations.