The Green Mill is one of Chicago’s oldest bars. It originally opened in 1907 as “Pop Morse’s Roadhouse.” In its heyday it was a popular hangout for actors, musicians and all the ‘cool cats’ that hung out in Chicago’s once-slick Uptown neighborhood, including Sinatra around the corner at the Aragon Ballroom. Jazz greats like Von Freeman have performed here and Al Capone had some ‘dealings’ here as well, during Prohibition. There are even said to be a network of deep tunnels underneath the bar that Capone and his cronies used for bootlegging (smuggling booze).
Disclosure: This post was brought to you by Hostebookers.com who specialize in cheap Chicago accommodation.