Top Chicago Historical & Heritage Tours

Fun and informative tour explores Chicago's crime history on a 1.5-2 hour bus tour that includes: *World famous crime scenes like the St Valentine's Day massacre.
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Ready to discover some of the best Chicago has to offer with a local by your side?
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Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars.
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Interested in exploring Chicago from the perspective of ghosts and gangsters?
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Let us put the Custom in Chicago Custom tours… What are your must-see venues?
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Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city.
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Explore Chicago's Loop and South Loop neighborhoods located right downtown.
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Experience the best travel stories for yourself!
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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 Valentine's Day massacre * Stops on-and-off the bus at famous crime sites * True Crime history * Historic video footage * Interactive live commentary * Crime quiz * Souvenir pamphlet with photos * Luxury climate-controlled bus * So much more!
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This tour is an overview of what makes Chicago so fascinating-the neighborhoods, history, architecture, culture, and foods.
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Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era).
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This tour will take you past all the sights of Chicago’s Scenic North Side.
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This comprehensive half-day tour of Chicago is the perfect introduction to the Windy City!
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Go on a history-filled journey, from the inception of this majestic venue in 1921, all the way to its present-day incarnation as a premiere entertainment venue.
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Take a tour of Chicago and visit the 360 Chicago (John Hancock Observatory)!
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Learn about the great architectural landmarks of Michigan Avenue and State Street, with glimpses inside beautiful buildings from the 1890s-1930s.
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Experience the vitality and excitement of Chicago on this sightseeing tour!
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Chicago and the history of the mob are synonymous when we look back at history.
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Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous!
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Looking for fun things to do in Chicago?
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This is a comprehensive tour of everything Chicago has to offer.
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