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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.
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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
Known as a world-famous hub for architecture, art, and politics, the lakeside city of Chicago has a wealth of must-see sights. Know exactly where to go in the Windy City on this hop-on, hop-off bus tour, complete...read more
Sightseeing in Chicago is especially entertaining with this nighttime crime history tour. A guide aboard the bus details the Windy City’s notorious mobsters, from Al Capone to Bugs Moran. It’s a fun and...read more
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Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious neighborhoods. Sample prime steak, deep dish pizza and the world famous “Chicago hot dog"...read more
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This tour explores a worldwide phenomenon called “Dark Tourism” — the field of interest in visiting sites of death and tragedy. On this 2-hour walking tour, we will cover the real stories behind some of Chicago’s...read more