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.
- 238 N State St - The Chicago Riverwalk is a renowned and frequently filmed landmark in Chicago. Here, visitors can delve into intriguing mob stories and explore movie locations that remain along the iconic riverwalk.
- River North - Uncover the hidden tunnels once used by the Chicago Outfit and visit the spot where John Dillinger last saw his…
- 238 N State St - The Chicago Riverwalk is a renowned and frequently filmed landmark in Chicago. Here, visitors can delve into intriguing mob stories and explore movie locations that remain along the iconic riverwalk.
- River North - Uncover the hidden tunnels once used by the Chicago Outfit and visit the spot where John Dillinger last saw his girlfriend. Movie locations featured include ‘The Dark Knight’ and ‘The Fugitive.’
- Picasso Statue - This city icon also serves as a filming site for some of Chicago’s most celebrated movies. Visitors will revisit scenes from ‘The Fugitive,’ ‘The Blues Brothers,’ and ‘Ferris Bueller’s Day Off’ while exploring true crime legends that have roamed this power corridor.
- The Rookery Building - Situated in Chicago’s business district, this location is the backdrop for thrilling movie scenes from ‘The Dark Knight’ to ‘The Untouchables.’ Visitors will admire stunning architectural interiors while discovering famous Chicago mob figures.
- The Art Institute of Chicago - The tour covers the history of the Art Institute and Chicago’s cultural mile, highlighting some of the city’s most notorious crimes. Visitors will also learn how to maximize their visit to the Art Institute to see art pieces featured in famous films.
- The Chicago Theatre - This landmark is steeped in Al Capone history and serves as 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 - The tour concludes at the filming location of the climactic scene from ‘The Untouchables,’ offering a perfect blend of Mobsters and Movies. Visitors will explore the architectural marvels inside 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.