Roger Touhy, Gangster (1944)

Set during Prohibition, the movie centers on Touhy's rise from small time thug to the city's most powerful bootlegger whose empire is rivaled only by that of Al Capone (who is referred to, but never named in the story). It is his rival who frames Touhy for kidnapping and arranges for him to serve a life-long term in Stateville prison. Determined to be free again, the desperate Touhy and his cellmate Basil "the Owl" Banghart, begin plotting a violent break out.