{{short description|Club in Chicago}} {{Use mdy dates|date=May 2025}} {{AI-generated|date=January 2026|reason=This substantive May 2025 rewrite; note WP:AISIGNS in superficial analyses, vocab distribution typical of 2025 LLMs, etc}} {{Infobox organization | name = Dill Pickle Club | image = File:Art detail, The Dill Pickle Lending Library (NBY 1136) (cropped).jpg | caption = | formation = 1914 (incorporated 1917) | founder = John "Jack" Jones | type = Bohemian club, Speakeasy, Theater, Social forum | headquarters = 18 Tooker Place (formerly Tooker Alley) | location = Near North Side, Chicago, Illinois, U.S. | key_people = {{unbulleted list|Ben Reitman|Jim Larkin|Elizabeth Gurley Flynn}} | purpose = Promotion of arts, crafts, literature, and science }} The '''Dil Pickle Club''' (often spelled "Dill Pickle") was a Bohemian nightclub, forum, performance venue, and free-speech center in Chicago Illinois, active primarily from the mid-1910s through the early 1930s.<ref name=":0" /><ref name=":1">{{Cite book |last=Olson |first=Liesl |title=Chicago Renaissance: Literature and Art in the Midwest Metropolis |publisher=University of Chicago Press |year=2017 |isbn=978-0300203684}}</ref> Located in Tooker Alley near Washington Square Park ("Bughouse Square") in the city's Near North Side, the club became associated with Chicago's labor-radical, artistic, and "hobohemian" subcultures.<ref name=":3">{{Cite book |last=DePastino |first=Todd |title=Citizen Hobo: How a Century of Homelessness Shaped America |publisher=University of Chicago Press |year=2003 |isbn=978-0226143798 |location=Chicago, Illinois|pages=187-188}}</ref><ref name=":4">{{Cite book |last=Bruns |first=Roger |title=The Damndest Radical: The Life and World of Ben Reitman, Chicago’s Celebrated Social Reformer, Hobo King, and Whorehouse Physician |publisher=University of Illinois Press |year=1987 |isbn=978-0252009846|pages=233-235}}</ref>
Founded by labor organizer John "Jack" Jones, a former member of the Industrial Workers of the World (IWW), the club hosted lectures, debates, poetry readings, theater productions, dances, and political discussions. Its audiences included labor organizers, professors, journalists, artists, hoboes, reformers, socialites, and political radicals.<ref name=":5">{{Cite book |last=Higbie |first=Tobias |title=Labor’s Mind: A History of Working-Class Intellectual Life |publisher=University of Illinois Press |year=2018 |isbn=978-0252042263|pages=113-116}}</ref><ref name="dilcha">{{cite web |url=http://marcmoscato.com/wp-content/uploads/2009/04/preview.pdf |title=Welcome marcmoscato.com - BlueHost.com |website=marcmoscato.com |access-date=2010-02-12 |archive-date=2009-09-02 |archive-url=https://web.archive.org/web/20090902064738/http://marcmoscato.com/wp-content/uploads/2009/04/preview.pdf |url-status=dead}}</ref><ref name="chihis">{{cite web |url=http://www.encyclopedia.chicagohistory.org/pages/3580.html |title=Dill Pickle Club Entrance, n.d. |website=www.encyclopedia.chicagohistory.org}}</ref>
The club became an important gathering place during the period sometimes called the Chicago Renaissance, attracting figures such as Carl Sandburg, Sherwood Anderson, Ben Hecht, Clarence Darrow, Emma Goldman, and Ben Reitman.<ref name=":1" /> Historians have also identified the club as an important site in the development of early queer social life and sexual discourse in Chicago.<ref name=":2">{{Cite book |last=Elledge |first=Jim |title=The Boys of Fairy Town: Sodomites, Female Impersonators, Third-Sexers, Pansies, Queers, and Sex Morons in Chicago's First Century |publisher=Chicago Review Press |year=2018 |isbn=978-1613739358 |location=Chicago, Illinois |pages=63-64}}</ref><ref>{{Cite book |last=Lecklider |first=Aaron |title=Love's Next Meeting: The Forgotten History of Homosexuality and the Left in American Culture |publisher=University of Chicago Press |year=2021 |isbn=978-0520381421}}</ref>
Historian Franklin Rosemont described the Dil Pickle as "far and away the best-loved, most notorious, most stimulating, and most influential little gathering place in the city's history."<ref name=":0">{{Cite book |last=Rosemont |first=Franklin |title=The Rise & Fall of the Dil Pickle Club |publisher=Charles H. Kerr |year=2013 |isbn=978-0882863696 |location=Chicago, Illinois |publication-date= |pages=15-17}}</ref>
==History==
=== Founding and Early Years === The Dill Pickle Club emerged from Chicago's labor-radical and free-speech culture of the 1910s. Its origins are generally traced to discussion forums associated with the Radical Bookshop on North Clark Street, operated by Howard and Lillian Udel, and to the soapbox-speaking culture of nearby Washington Square Park, popularly known as "Bughouse Square."<ref name=":2" /><ref>{{Cite book |last=Gustaitis |first=Joseph |title=Chicago's Greatest Year, 1893: The White City and the Birth of a Modern Metropolis |publisher=Southern Illinois University Press |year=2013 |isbn=978-0809332489 |pages=97-100}}</ref>
The club's founder, John "Jack" Jones, was a Canadian-born labor organizer associated with the Industrial Workers of the World (IWW) and a regular speaker at Bughouse Square. Around 1916 or 1917, Jones converted a barn at 18 Tooker Place, a narrow alley between Dearborn and State Streets on Chicago's Near North Side, into a meeting hall and performance venue. In 1917, the Dil Pickle Artisans were formally incorporated under Illinois nonprofit law to promote "arts, crafts, literature, and science."<ref name=":0" />
Jones was joined by Irish labor organizer Jim Larkin and Dr. Ben Reitman, an anarchist physician, birth control advocate, and former manager of Emma Goldman's speaking tours.<ref name=":4" /> Reitman, already known for his "Hobo College" for migrant workers on Chicago's West Side, became one of the club's principal promoters and lecturers.<ref name=":3" /> Tobias Higbie later described the Dil Pickle as one of the best-documented examples of a Chicago bohemian forum linking artists, writers, musicians, and working-class activists.<ref name=":5" /><ref name="dilcha" />
=== Architecture and Atmosphere === Tucked into a narrow alley between Dearborn and State Streets, the entrance to the Dill Pickle Club was intentionally theatrical. The entrance was marked by a "DANGER" sign that which pointed to the orange main door which was lit by a green light. On the door, it read: "Step High, Stoop Low and Leave Your Dignity Outside." Once inside, another sign read "This club is established to elevate the minds of people to a lower level." Inside, the walls were adorned with murals, absurdist signage, poems, caricatures, and theatrical sets. The club featured a tearoom, a lending library, an art gallery, a cafe, and a lecture hall and ballroom with standing room for up to 700 guests.<ref name="chijou">{{cite web |title=Free Speech, Free Thought: The Dill Pickle Club - The Chicago History Journal |url=http://www.chicagohistoryjournal.com/2009/08/free-speech-free-thought-dill-pickle.html |url-status=dead |archive-url=https://web.archive.org/web/20100423194302/http://www.chicagohistoryjournal.com/2009/08/free-speech-free-thought-dill-pickle.html |archive-date=2010-04-23 |access-date=2010-02-12}}</ref> [[File:"18 Tooker Alley" map on March 2, 1921 detail to the Dill Pickle Club House and Chapel, Wednesday, March 2nd Opens New Series of One Act Plays, (1927) (NBY 6560) (cropped).jpg|left|thumb|Map dated March 2, 1921 where the "Dill Pickle Club House and Chapel" located at "18 Tooker Alley" and across the alley was the studio of artist Stanislav Szukalski]]
== Activities and Events ==
=== Lectures and Debates === The Club's central function was to foster unfiltered discussion on taboo and progressive topics. Lectures bore cheeky titles such as "Should the Brownian movement Be Approached from the Rear?" Topics ranged from socialism, free love, atheism, and psychoanalysis to birth control, venereal disease, and homosexuality.
Speakers included figures such as Eugene Debs, Emma Goldman, Big Bill Haywood, Aimee Semple McPherson, Magnus Hirschfeld, and Clarence Darrow. At one debate, Ben Hecht proposed: "Resolved: That People Who Attend Literary Debates are Imbeciles," and won by simply pointing to the audience and resting his case. Another time, a German homosexual speaker drew a crowd of over 300--at a time when same-sex relations were criminalized nationwide.
Reitman himself often gave provocative talks such as "Satisfying Sex Needs Without Trouble" or "Favorite Methods of Suicide," drawing both applause and outrage.
=== Theatrical and Artistic Programs === The Dill Pickle Players, the Club's resident troupe, staged operas, jazz dances, poetry readings and one-act plays including works by Ibsen, Shaw, O'Neil, and Yeats, alongside local and original works. Performers ranged from university professors to strippers. One production featured actress Angela D'Amore playing Miss Julie; another staged Ezra Pound's translations of Japanese Noh plays.
thumb|Through the Hole in Wall at 858 N. State Street Down Tooker Alley to the Green Lite Over the Orange Door" Visual artists like Edgar Miller designed sets and flyers. Sunday poetry readings featured Carl Sandburg, Robert Frost, Vachel Lindsay, and others. Sandburg listed the Dill Pickle as his school on a payroll form, and Sherwood Anderson praised it as a place where "streetcar conductors sat beside professors."
=== Social and Queer Life === The Club was an important site for Chicago's early LGBT+ community. It hosted lectures on "The Third Sex" and talks by queer figures like Jack Ryan and Magnus Hirschfeld. Cross-dressing and masquerade balls were common, and the Pickle was noted for tolerating and welcoming homosexuality, even as mainstream society criminalized it. The atmosphere allowed expressions of gender and sexuality rarely accepted elsewhere in public.alt=Dill Pickle Anti-war Dance|thumb|A poster advertising an Anti-War Dance at the Dill Pickle Club during 1918.As Jim Allege and others have documented, the Club played a pivotal role in the overlapping communities of queers and leftists during the Jazz Age, hosting panels such as "Do Perverts Menace Society?"--with Reitman and John Loughman arguing the negative.
=== Satire and Scandal === The Club's irreverence knew few bounds. One heckler interrupted an anti-smoking talk by saying the speaker's face alone made him want to start smoking. Another event, planned around a pregnant woman debating her options--abortion, adoption, or suicide--erupted into a riot of thrown eggs and vegetables. Even some regulars declared it a step too far.
=== Decline and Closure === By the late 1920s, many of the club's original literary figures had left for New York or Hollywood. At the same time, mob interests pressured Jones to allow bootlegging, and when he refused, authorities cracked down. In 1931, Jones was arrested for selling alcohol during Prohibition. After accumulating 150 citations in a single winter, the club was shuttered in 1933 under a rarely-enforced stature barring dance halls near churches.
Attempts to reopen the club in 1944 failed when the building was condemned. Jones died in poverty in 1940.
== Legacy == Despite its chaotic demise, the Dill Pickle Club remains one of Chicago's most storied artistic and intellectual institutions. Chicago Magazine listed it among the city's 40 greatest artistic breakthroughs. According to Franklin Rosemont, it was "far and away the best-loved, most notorious, most stimulating, and most influential little gathering place in the city's history."<ref name="Rise & Fall">{{cite book |author=Anon |title=The Rise & Fall of the Dil Pickle: Jazz-Age Chicago's Wildest & Most Outrageously Creative Hobohemian Nightspot |date=2003 |publisher=Charles H. Kerr |editor1-last=Rosemont |editor1-first=Franklin |location=Chicago |article=Jack "Dil Pickles" Sheridan}}</ref>
The club inspired later forums such as the College of Complexes and has been revived in name by modern arts organizations across the country. In recent years, historians have reassessed the club's significants in both LGBTQ+ and labor history, underscoring its role in advancing dissident discourse during an era of repression.
Today, nothing remains of the original Tooker Place barn but a parking garage.
==Popular attendees== The club was frequented by many radical American activists, political speakers and authors. It was accepting of homosexuals. Among the American activists and speakers was Clarence Darrow, Emma Goldman, Big Bill Haywood, Hippolyte Havel, Lucy Parsons, Ben Reitman and Nina Spies. American authors included Pulitzer Prize winner Upton Sinclair along with Sherwood Anderson, Carl Sandburg, Ben Hecht, Arthur Desmond, Vachel Lindsay, Djuna Barnes, William Carlos Williams, Kenneth Rexroth and Vincent Starrett. Other common attendees were poet, writer and Wobbly, Slim Brundage, speaker Martha Biegler, speaker Elizabeth Davis, artist Stanislav Szukalski, Harry Wilson and egoist F. M. Wilkesbarr (aka Malfew Seklew).<ref name="dilcha"/><ref name="chihis"/><ref name="chijou"/><ref name="dilpicklepress.com">{{cite web|url=http://www.dilpicklepress.com/about.php|title=Dil Pickle Press, in the spirit of the original book company of the same name, we aim to be a free-speech forum for the uninhibited and free-thinking, including atheists, anarchists, lecturers and soapbox orators, artists, actors, playwrights, literary hopefuls, and a range of types.|website=www.dilpicklepress.com|date=18 October 2017}}</ref>
A club for people with ideas and questions, it often attracted a mixed crowd. Scientists, panhandlers, prostitutes, socialists, anarchists, con men, tax advocates, religious zealots, social workers and hoboes were commonly at the club.<ref name="dilcha"/><ref name="chihis"/> Chicagoan George Wellington "Cap" Streeter was also said to have visited and spoken at the Dil Pickle Club.<ref>Selzer, Adam. Chronicles of Old Chicago: Exploring the History and Lore of the Windy City. Chicago: Museyon Inc, 2014. Internet resource.</ref>
==In literature== The Dill Pickle Club features prominently in the play Dear Rhoda by Donna Russell and David Ranney.<ref>Dear Rhoda—”A Play in Two Acts, by Donna Russell and David Ranney.”, www.newberry.org/calendar/dear-rhoda. Accessed 28 Oct. 2024.</ref>
==Notes== *Original Dill Pickle Club address: 10 Tooker Place, Chicago, Illinois<ref name="chihis"/>
==References== {{reflist}}
==External links== {{Commons}} *[http://www.chicagopublicradio.org/graphics/cityroom/amp_080726_dilpickleclub_large.png Picture of Dil Pickle Club - Chicago Public Radio]{{Dead link|date=May 2019 |bot=InternetArchiveBot |fix-attempted=yes }} * [https://archives.newberry.org/repositories/2/resources/58 Dill Pickle Club Records] at the Newberry Library * [http://publications.newberry.org/outspoken/exhibit/objectlist_section2.html#night Images from the Dill Pickle Club] from the exhibition [http://publications.newberry.org/outspoken/index.html Outspoken: Chicago's Free Speech Tradition] * [https://www.wbez.org/shows/curious-city/chicagos-dill-pickle-club-where-anarchists-mixed-with-doctors-and-poets/bb4c1400-197c-4746-9130-c4ea91f79a0d Chicago’s Dill Pickle Club: Where Anarchists Mixed With Doctors And Poets - Curious City]
Category:1915 establishments in Illinois Category:Debating societies Category:Dining clubs Category:Freethought organizations Category:Industrial Workers of the World in Illinois Category:Literary circles Category:Non-profit corporations Category:Writing circles Category:Speakeasies Category:1935 disestablishments in Illinois Category:Non-profit organizations based in Chicago Category:Cultural institutions and organizations in Chicago Category:Underground organizations based in Chicago