We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers: Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Filter to see tours in the language(s) you’re looking for.
Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
Tours, activities and experiences bookable on Tripadvisor, ranked according to the prices offered by our partners.
Tours, activities and experiences bookable on Tripadvisor, ranked in alphabetical order.
“We really enjoyed the guided tour of Chicago's historic crime scenes and although many places have changed since the time the crimes took place, Leah, our guide's vivid description made it interesting and fun.”
Chicago has a past filled with big gangster names such as John Dillinger and the infamous Al Capone. Dive deep into the city’s mobster ways with a guide who knows where “the business” was done. Stay comfortable...read more
“It was very enjoyable for the whole family, Heath ,our guide, was outstanding, - very knowledgeable, entertaining, articulate and patience with questions.”
See the beauty of Chicago from a new vantage point by going on this scenic cruise along the Chicago River and Lake Michigan shoreline. It’s a great way to spot multiple top Chicago landmarks in a short space of...read more
“The tour gave me an excellent introduction, including comparisons to what came before, the ideology that was foundational to this approach, political forces that supported the modernist building boom in Chicago, a...”
“Both of the walking tours I have done with Chica-Go walk about were amazing tours lead by a knowledgeable guide!”
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new...read more
“We were lucky enough to be the only participants on this tour so we essentially had a private tour of Chicago!”
Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour.• Take in Chicago’s concrete giants and hear fascinating stories about quirky...read more
“Awesome tour and tour guide, Jill, gave us a wealth of information and showed us a whole lot of various architecture that exemplifies what Chicago is all about!”
Join us for a family-friendly fireworks cruise on the Chicago River! Listen to seasonal music and celebrate the kick-off of the holiday season. Alcoholic and non-alcoholic beverages are available for purchase and...read more
“The view on this tour is absolutely breath-taking, loved every minute being able to explore Chicago”