Chicago Gangster History Walking Tour of River North

4.8 (4 reviews) 2 hours Free cancellation

out of 5

4 reviews

4.8

Go beyond Capone. An expert guides uncovers the Beer Wars, the ambushes, and the brutal rivalries on these exact streets.

Private and Luxury Walking Tours City Tours Crime Tours Weather Dependent - Moderate Agent Low Quality Product

Ages: Infants (0–1 years) · Children (2–6 years) · Youth (7–15 years) · Adults (16–99 years)

Historic Water Tower

5 min

One of the only structures to survive the Great Chicago Fire of 1871, this limestone landmark marks the heart of what would become the most contested and bloodiest turf in Prohibition-era Chicago.
Holy Name Cathedral

15 min

This stunning Catholic cathedral, dedicated in 1875, still bears physical evidence of a 1926 machine gun ambush that cut down one of Al Capone's most feared rivals just steps from its entrance.
Richard H. Driehaus Museum

10 min

This Gilded Age mansion illustrates the extraordinary legitimate wealth flowing through River North — a sharp contrast to the illegal fortunes being made on the very same streets.
Chicago's North Shore

5 min

Former Location of the Celano Tailor Shop

What appeared to be an ordinary tailor shop served as a key meeting point for Outfit members, where the line between legitimate business and organized crime quietly disappeared.

Everyone meets at the meeting point.

Meet your guide at the base of the Old Chicago Water Tower, on the corner of Michigan Avenue and Chicago Avenue. Look for your guide on the east side of the Water Tower, facing Michigan Avenue.