Top Chicago Historical & Heritage Tours

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right...
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Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Walking tour paths explore historic crime scenes with...
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This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience...
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Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some...
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The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour...
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Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests). Immerse yourself in Chicago’s distinct skyline with bold skyscrapers...
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Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown...
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Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era). You will hear about the exploits of...
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The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour...
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2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly is. Ride through some of Chicago's...
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Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of...
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Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes:* World famous crime scenes like the St...
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Book Directly With Windy City Ghosts and save $5/person.Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks below Chicago’s busy...
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On this tour we visit the DuSable Museum of African American History. We visit the museum for 45 minutes. This tour visits the homes of...
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Experience the best travel stories for yourself! Join a local expert and uncover hidden gems. Join us for the ultimate foodie adventure in Chicago’s historic...
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Wind & Souls uses the ghosts of Chicago’s past to recreate a city that was and is no longer. Theater fires and the Alley of...
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Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add our smart, entertaining tour guides to the mix, and you have...
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Chicago's original Millionaire's Row, meet the ghosts of the Gilded Age. Marshall Field, George Pullman, Philip Armour, and many more used to live in this...
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We start our tour at one of the most interesting buildings in the Loop — the Fine Arts Building.  Built in 1884 as a showroom...
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We are Chicago's only paranormal investigation tour, and Chicago's oldest ghost and hauntings tours, founded by Ursula Bielski, Chicago's 35 year paranormal researcher and investigator....
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Want a quick introduction to Chicago’s magnificent architecture? This 90-minute tour takes a comprehensive look at the city’s architectural history by viewing buildings in chronological...
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