Chicago social club, established around 1914.

The Dill Pickle Club afforded an unconventional meeting place for good talk, entertainment and food for uninhibited and free-thinking persons of the times. The Dill Pickle (spelled also Dil Pickle and called simply “the Pickle” by most of its habitués) was founded by Jack Jones, a former labor activist. Once one of Chicago’s best-known Bohemian nightspots, the club provided a forum for free speech as well as affording encouragement for artistic expression. Its patrons included Socialists, atheists, anarchists, “liberated” women, professional lecturers and soapbox orators, artists, actors, literary hopefuls and all sorts of unconventional types.

By 1917, in order to locate the peripatetic club, both the famous and the infamous were exhorted to squeeze “Thru the Hole in the Wall Down Tooker Alley to the Green Lite Over the Orange Door.” 22 Tooker Place was just south of the Newberry Library on Dearborn Street, and a sign outside read “step high stoop low leave your dignity outside.” Those who entered would find a variety of fare – lectures or debates on controversial topics, perhaps a play or concert, even a swinging party, supplemented by coffee, tea, sandwiches or even bootleg whiskey. The atmosphere of the place was an enjoyable mix of the radical, the rough, the erudite, the creative and sometimes the inane. And always there was plenty of stimulating talk.

The Dill Pickle Club was frequented by such literary figures as Carl Sandburg, Edgar Lee Masters, Maxwell Bodenheim, Ben Hecht, Charles MacArthur, Sherwood Anderson among many others. Besides the tough owner, Jack Jones, another mainstay of the club was Ben Reitman, who occasionally lectured on provocative subjects. Noted Chicago doctors, professors and local intellectuals were among the assorted speakers, and continuing throughout the twenties and early thirties there would be both serious and amusing presentations by all sorts of people.

As the Depression progressed, the Dill Pickle’s fortunes declined. By 1933, tax difficulties and the actions of over-zealous inspectors and professional moralists signaled the beginning of the end. For a full history of the Dill Pickle, see The Rise and Fall of the Dil Pickle, Edited and Introduced by Franklin Rosemont, Chicago, Charles H. Kerr Publishing Company, 2004.