Chicago Gangster History Walking Tour of River North

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.

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.

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.

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.