Chicago in the 1930s 5,000 "Prohibition" violations that could have "nailed him" for 25,000-years-to-life if convicted on all the charges. And, it has been said that Capone underling Gus Winkler was prevented by other Capone men from freeing him outright, with $100,000 upfront (a tax payment, not a bribe) to the federal taxman. On 24 October 1931, one week after he was convicted of tax evasion, Al Capone was sentenced to 11 years in federal prison (first, Atlanta Federal Penitentiary, then Alcatraz Island), fined $50,000 and charged $30,000 in court costs. While awaiting transfer to Atlanta to serve his sentence, Capone sat in Cook
Al Capone was a friend of Capone's, and he was kidnapped and killed by Moran and Drucci in January 1927. Capone became increasingly security-minded and desirous of getting away from Chicago. As a precaution, he and his entourage would often show up suddenly at one of Chicago's train depots and buy up an entire Pullman sleeper car on a night train to Cleveland, Omaha, Kansas City, Little Rock, or Hot Springs, where they would spend a week in luxury hotel suites under assumed names. In 1928, Capone paid $40,000 to beer magnate August Busch for a 14-room retreat at 93 Palm Avenue