Explore Chicago’s mobster past and movie magic on a guided tour. Discover real haunts, film locations, and insider stories with expert guides.
Explore Chicago’s mobster past and movie magic on a guided tour. Discover real haunts, film locations, and insider stories with expert guides.
- River North - Explore the hidden tunnels once used by the Chicago Outfit and visit the spot where John Dillinger last saw his girlfriend. Movie locations include scenes from ‘The Dark Knight’ and ‘The Fugitive.’
- Picasso Statue - This city icon is also a filming site for some of Chicago’s most renowned movies. Relive scenes from ‘The…
- River North - Explore the hidden tunnels once used by the Chicago Outfit and visit the spot where John Dillinger last saw his girlfriend. Movie locations include scenes from ‘The Dark Knight’ and ‘The Fugitive.’
- Picasso Statue - This city icon is also a filming site for some of Chicago’s most renowned movies. Relive scenes from ‘The Fugitive,’ ‘The Blues Brothers,’ and ‘Ferris Bueller’s Day Off’ while delving into true crime stories that have unfolded in this power corridor.
- The Rookery Building - Situated in Chicago’s business district, this location serves as the backdrop for thrilling movie scenes from ‘The Dark Knight’ to ‘The Untouchables.’ Admire stunning architectural interiors while learning about famous Chicago mob figures.
- The Art Institute of Chicago - Discuss the history of the Art Institute and Chicago’s cultural mile in relation to some of the city’s most notorious crimes. Learn how to maximize a visit to the Art Institute to see art pieces featured in famous films.
- The Chicago Theatre - This iconic landmark is steeped in Al Capone history and has been a filming location for numerous live music and comedy albums. It has also captivated audiences in ‘Public Enemies’ and ‘The Dark Knight.’
- Chicago Cultural Center - Conclude the tour at the filming site of the climactic scene from ‘The Untouchables,’ a perfect fusion of Mobsters and Movies. Explore the architectural marvels within the former Chicago Public Library, including the world’s largest Tiffany glass dome and other art exhibits.

- Souvenir Photos
- Souvenir Photos
- Tip/Gratuity for Tour Guide
- Tip/Gratuity for Tour Guide
Mobsters and Movies offers an immersive journey through the authentic locales of Capone, Dillinger, and The Outfit, showcasing how these very streets transformed into cinematic wonders. Traverse the same paths featured in ‘The Untouchables’ and ‘Public Enemies,’ and discover how Chicago crafted the narrative for American gangster lore. This is more than…
Mobsters and Movies offers an immersive journey through the authentic locales of Capone, Dillinger, and The Outfit, showcasing how these very streets transformed into cinematic wonders. Traverse the same paths featured in ‘The Untouchables’ and ‘Public Enemies,’ and discover how Chicago crafted the narrative for American gangster lore. This is more than a typical sightseeing tour—it’s an exclusive glimpse into crime, cinema, and the city that birthed them both.
The guides are not merely narrators—they are skilled true crime historians, film enthusiasts, and Chicago experts who vividly animate each scene. Enter unique interiors where actual mobsters conspired and Hollywood teams once brought the Windy City to the big screen. This tour delves deeper into the narrative than any other, offering vibrant stories, insider trivia, and behind-the-scenes insights that make Chicago’s gangster history as tangible as the films it inspired.
- This is a walking tour—no vehicles are provided. The route is fully accessible, and we welcome all guests who can comfortably join at a walking pace.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.