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Revealing Chicago’s underworld before Al Capone

Vice in Chicago did not begin—or end—with Al Capone. In this vividly written narrative, historian Richard C. Lindberg peels back the mythology of Prohibition-era gangsters to reveal a more entrenched, intricate and disturbing system of vice and corruption that took shape decades earlier. Long before the rise of organized crime syndicates, Chicago’s political leaders in league with the criminal classes deliberately created and managed politically-protected segregated vice districts known in Chicago and in other cities as “Levees,” that institutionalized prostitution, graft, and forced sex work in the name of preserving civic order by isolating the vice trade from the citizenry.

Set against the backdrop of the Gilded Age and Progressive Era, Citadels of Sin situates Chicago within a nationwide experiment in regulating prostitution. Reformers, clergy, and municipal officials across the United States believed that confining vice to designated districts would protect respectable neighborhoods and commercial centers. More than fifty such districts emerged nationwide. Instead of curbing crime, however, the Levees became engines of corruption, enriching politicians, police, lawyers, and judges while normalizing exploitation and violence. Lindberg argues that these systems laid the groundwork for modern global human trafficking.

Chicago, with its size and political complexity, supported three major Levees. On the West Side, poverty and endemic corruption devastated local communities. On the North Side, one vice district survived longest, eventually transforming into the fashionable Rush Street nightclub scene. The South Side levee proved most consequential of all, evolving into the organized crime network known as “the Outfit,” whose influence continues to endure.

Lindberg brings the levee era to life through sharp portraits and damning accountability. He exposes how media sensationalism glamorized vice while masking its human cost, and he holds powerful figures—most notably Mayors Carter Harrison Sr. and Jr.—responsible for enabling a system built on bribery, “white slavery,” and coerced sex work. The levees were not accidental byproducts of urban growth; they were carefully managed political machines.

As World War I priorities and urban redevelopment finally dismantled formal vice districts, their activities did not disappear. Instead, they dispersed into neighborhoods, suburbs, and new forms.

By walking readers through the former vice districts as they exist today, Lindberg forges a powerful connection between past and present. In tracing the rise and fall of these districts, he reveals how efforts to impose moral order produced the very exploitation they claimed to prevent—proof that reform, when compromised by politics and greed, can collapse into catastrophe.

Hidden gems from Chicago’s past

Tales of Forgotten Chicago contains twenty-one fascinating, little-known stories about a great city and its people. Richard C. Lindberg has dug deeply to reveal lost historical events and hidden gems from Chicago’s past.  

Spanning the Civil War through the 1960s, the volume showcases forgotten crimes, punishments, and consequences: poisoned soup that nearly killed three hundred leading citizens, politicians, and business and religious leaders; a woman in showbiz and her street-thug husband whose checkered lives inspired a 1955 James Cagney movie; and the first police woman in Chicago, hired as a result of the senseless killing of a young factory girl in a racially tinged case of the 1880s.

Also included are tales of industry and invention, such as America’s first automobile race, the haunting of a wealthy Gilded Age manufacturer’s mansion, and the identity of the telephone’s rightful inventor. Chapters on the history of early city landmarks spotlight the fight to save Lakefront Park and how “Lucky” Charlie Weeghman’s north side baseball park became Wrigley Field. Other chapters explore civic, cultural, and political happenings: the great Railroad Fairs of 1948 and 1949; Richard J. Daley’s revival of the St. Patrick’s Day parade; political disrupter Lar “America First” Daly; and the founding of the Special Olympics in Chicago by Anne Burke and others. Finally, some are just wonderful tales, such asa  touching story about the sinking of Chicago's beloved Christmas tree ship.

Engrossing and imaginative, this collection opens new windows into the past of the Windy City.