Mobsters and Movies takes you through the real haunts of Capone, Dillinger, and The Outfit—then shows you how the very same streets turned into movie magic. Walk the same corners seen in 'The Untouchables' and 'Public Enemies,' and hear how Chicago wrote the script for American gangster history. This isn’t just another sightseeing tour—it’s a front-row seat to crime, cinema, and the city that made them both.
Your guides aren’t just storytellers—they’re trained true crime historians, film buffs, and Chicago insiders who bring every scene to life. Step inside exclusive interiors where real mobsters plotted and Hollywood crews once brought the Windy City to the Silver Screen. We take you deeper into the story than any other tour can. Expect vivid tales, insider trivia, and behind-the-scenes stories that make Chicago’s gangster past feel as real as the movies it inspired.
Corner of State Street and Wacker Drive. Your host will be standing in front of Chase Bank.
We end at the Chicago Cultural Center. 5 minute walk to the starting point of the tour, and near landmarks like the Bean, Millennium Park, and the Chicago Riverwalk.
The Chicago Riverwalk is one of Chicago's most famous and filmed landmarks. Hear you will explore a few mob stories and movie locations that still stand along the famous riverwalk.
Discover underground tunnels used by the Chicago Outfit, and visit where John Dillinger saw his girlfriend for the very last time. Movie locations will include 'The Dark Knight' and 'The Fugitive.'
This icon of the city is also the filming location for some of Chicago's most famous movies. We will revisit those scenes from 'The Fugitive,' 'The Blues Brothers,' and 'Ferris Bueller's Day Off' as we also explore true crime legends that have lurked in this corridor of power.
Chicago's business district is also the backdrop for some of the most exciting Chicago movie scenes, ranging from 'The Dark Knight' to 'The Untouchables.' We will see beautiful architectural interiors as we uncover famous Chicago mob characters along the way.
We will talk about the history of the Art Institute and Chicago's cultural mile as it relates to some of the most famous crimes in Chicago history. We will also talk about how to make the most out of a visit to the Art Institute to visit art pieces used in famous movies.
This city landmark has rich Al Capone history, as well as the filming location for countless live music and comedy albums. As a filming location it has also captured audiences in 'Public Enemies,' and 'The Dark Knight.'
We end the tour at the filming location of the climactic scene for 'The Untouchables,' a perfect blend of Mobsters and Movies. We visit the architectural wonders inside the former Chicago Public Library, including the largest Tiffany glass dome in the world, and other art exhibits.
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For a full refund, cancel at least 24 hours before the scheduled departure time.
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You can cancel up to 24 hours in advance of the experience for a full refund.
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