The Gangs of Chicago: An Informal History of the Chicago Underworld


Herbert Asbury - 1940
    Recounting the lives of such notorious denizens as the original Mickey Finn, the mass murderer H. H. Holmes, and the three Car Barn Bandits, Asbury reveals life as it was lived in the criminal districts of the Levee, Hell's Half-Acre, the Bad Lands, Little Cheyenne, Custom House Place, and the Black Hole. His description of Chicago's infamous red light district -- where the brothels boasted opulence unheard of before or since -- vividly captures the wicked splendor that was Chicago. The Gangs of Chicago spans from the time "Slab Town" was settled to Prohibition days. The story of Chicago's golden age of crime climaxes with a dramatic account of the careers of the "biggest of the Big Shots": Big Jim Colosimo, Terrible Johnny Torrio, and the elusive Al Capone. Photographs and illustrations round out this telling of Chicago's early underworld. "Still the most detailed, reliable, and readable account of the nether side of Chicago's first century, deserves reading and rereading . . . " -- Perry R. Duis, Chicago historian

For the Thrill of It: Leopold, Loeb, and the Murder That Shocked Chicago


Simon Baatz - 2008
    Nathan Leopold and Richard Loeb were intellectual--too smart, they believed, for the police to catch them. When they were apprehended, state's attorney Robert Crowe was certain that no defense could save the ruthless killers from the gallows. But the families of the confessed murderers hired Clarence Darrow, entrusting the lives of their sons to the most famous lawyer in America in what would be one of the most sensational criminal trials in the history of American justice.Set against the backdrop of the 1920s--a time of prosperity, self-indulgence, and hedonistic excess in a lawless city on the brink of anarchy—For the Thrill of It draws the reader into a world of speakeasies and flappers, of gangsters and gin parties, with a spellbinding narrative of Jazz Age murder and mystery.

The Purple Gang: Organized Crime in Detroit 1910-1945


Paul R. Kavieff - 2000
    Beginning in the Prohibition Era, the Purple Gang prevailed in distilling alcohol and running liquor from Canada, kidnapping, and labor racketeering. This is the hitherto untold story of the rise and fall of one of American's most notorious criminal groups. In an era resembling the Wild West when post World War I America groped for identity, chaos was the rule. And in Detroit's underworld, the Purple Gangsters were the rulers.

The Girls of Murder City: Fame, Lust, and the Beautiful Killers Who Inspired Chicago


Douglas Perry - 2010
    There was nothing surprising about men turning up dead in the Second City. Life was cheaper than a quart of illicit gin in the gangland capital of the world. But two murders that spring were special - worthy of celebration. So believed Maurine Watkins, a wanna-be playwright and a "girl reporter" for the Chicago Tribune, the city's "hanging paper." Newspaperwomen were supposed to write about clubs, cooking and clothes, but the intrepid Miss Watkins, a minister's daughter from a small town, zeroed in on murderers instead. Looking for subjects to turn into a play, she would make "Stylish Belva" Gaertner and "Beautiful Beulah" Annan - both of whom had brazenly shot down their lovers - the talk of the town. Love-struck men sent flowers to the jail and newly emancipated women sent impassioned letters to the newspapers. Soon more than a dozen women preened and strutted on "Murderesses' Row" as they awaited trial, desperate for the same attention that was being lavished on Maurine Watkins's favorites. In the tradition of Erik Larson's The Devil in the White City and Karen Abbott's Sin in the Second City, Douglas Perry vividly captures Jazz Age Chicago and the sensationalized circus atmosphere that gave rise to the concept of the celebrity criminal. Fueled by rich period detail and enlivened by a cast of characters who seemed destined for the stage, The Girls of Murder City is crackling social history that simultaneously presents the freewheeling spirit of the age and its sober repercussions.

The Mafia and the Machine: The Story of the Kansas City Mob


Frank R. Hayde - 2007
    Events unfolding in this city affected the fortunes of all the 'families', & shaped the entire underworld. In this book, Frank Hayde ties in every major name in organised crime as well as the corrupt Kansas City police force.

Empire of Deception: The Incredible Story of a Master Swindler Who Seduced a City and Captivated the Nation


Dean Jobb - 2015
    It was a time of unregulated madness. And nowhere was it madder than in Chicago at the dawn of the Roaring Twenties. Speakeasies thrived, gang war shootings announced Al Capone’s rise to underworld domination, Chicago’s corrupt political leaders fraternized with gangsters, and the frenzy of stock market gambling was rampant. Enter a slick, smooth-talking, charismatic lawyer named Leo Koretz, who enticed hundreds of people (who should have known better) to invest as much as $30 million--upwards of $400 million today--in phantom timberland and nonexistent oil wells in Panama. When Leo’s scheme finally collapsed in 1923, he vanished, and the Chicago state’s attorney, a man whose lust for power equaled Leo’s own lust for money, began an international manhunt that lasted almost a year. When finally apprehended, Leo was living a life of luxury in Nova Scotia under the assumed identity of a book dealer and literary critic. His mysterious death in a Chicago prison topped anything in his almost-too-bizarre-to-believe life.Empire of Deception is not only an incredibly rich and detailed account of a man and an era; it’s a fascinating look at the methods of swindlers throughout history. Leo Koretz was the Bernie Madoff of his day, and Dean Jobb shows us that the dream of easy wealth is a timeless commodity.

Public Enemies: America's Greatest Crime Wave and the Birth of the FBI, 1933-34


Bryan Burrough - 2004
    Edgar Hoover’s FBI to tell the full story—for the first time—of the most spectacular crime wave in American history, the two-year battle between the young Hoover and the assortment of criminals who became national icons: John Dillinger, Machine Gun Kelly, Bonnie and Clyde, Baby Face Nelson, Pretty Boy Floyd, and the Barkers. In an epic feat of storytelling and drawing on a remarkable amount of newly available material on all the major figures involved, Burrough reveals a web of interconnections within the vast American underworld and demonstrates how Hoover’s G-men overcame their early fumbles to secure the FBI’s rise to power.

Sin in the Second City: Madams, Ministers, Playboys, and the Battle for America's Soul


Karen Abbott - 2007
    Operating in Chicago’s notorious Levee district at the dawn of the last century, the Club’s proprietors, two aristocratic sisters named Minna and Ada Everleigh, welcomed moguls and actors, senators and athletes, foreign dignitaries and literary icons, into their stately double mansion, where thirty stunning Everleigh “butterflies” awaited their arrival. Courtesans named Doll, Suzy Poon Tang, and Brick Top devoured raw meat to the delight of Prince Henry of Prussia and recited poetry for Theodore Dreiser. Whereas lesser madams pocketed most of a harlot’s earnings and kept a “whipper” on staff to mete out discipline, the Everleighs made sure their girls dined on gourmet food, were examined by an honest physician, and even tutored in the literature of Balzac.Not everyone appreciated the sisters’ attempts to elevate the industry. Rival Levee madams hatched numerous schemes to ruin the Everleighs, including an attempt to frame them for the death of department store heir Marshall Field, Jr. But the sisters’ most daunting foes were the Progressive Era reformers, who sent the entire country into a frenzy with lurid tales of “white slavery-the allegedly rampant practice of kidnapping young girls and forcing them into brothels. This furor shaped America’s sexual culture and had repercussions all the way to the White House, including the formation of the Federal Bureau of Investigation.With a cast of characters that includes Jack Johnson, John Barrymore, John D. Rockefeller, Jr., William Howard Taft, “Hinky Dink” Kenna, and Al Capone, Sin in the Second City is Karen Abbott’s colorful, nuanced portrait of the iconic Everleigh sisters, their world-famous Club, and the perennial clash between our nation’s hedonistic impulses and Puritanical roots. Culminating in a dramatic last stand between brothel keepers and crusading reformers, Sin in the Second City offers a vivid snapshot of America’s journey from Victorian-era propriety to twentieth-century modernity.

Family Secrets: The Case That Crippled the Chicago Mob


Jeff Coen - 2009
    A top mob boss, a reputed consigliere, and other high-profile members of the Chicago Outfit were accused in a total of eighteen gangland killings, revealing organized crime’s ruthless grip on the city throughout the 1960s, 1970s, and 1980s.            Painting a vivid picture of murder, courtroom drama, family loyalties and disloyalties, journalist Jeff Coen accurately portrays the Chicago Outfit’s cold-blooded--and sometimes incompetent--killers and their crimes in the case that brought them down. In 1998 Frank Calabrese Jr. volunteered to wear a wire to gather evidence against his father, a vicious loan shark who strangled most of his victims with a rope before slitting their throats to ensure they were dead. Frank Jr. went after his uncle Nick as well, a calculating but sometimes bumbling hit man who would become one of the highest-ranking turncoats in mob history, admitting he helped strangle, stab, shoot, and bomb victims who got in the mob’s way, and turning evidence against his brother Frank.            The Chicago courtroom took on the look and feel of a movie set as Chicago’s most colorful mobsters and their equally flamboyant attorneys paraded through and performed: James “Jimmy Light” Marcello, the acting head of the Chicago mob; Joey “the Clown” Lombardo, one of Chicago’s most eccentric mobsters; Paul “the Indian” Schiro; and a former Chicago police officer, Anthony “Twan” Doyle, among others.            Re-creating events from court transcripts, police records, interviews, and notes taken day after day as the story unfolded in court, Coen provides a riveting wide-angle view and one of the best accounts on record of the inner workings of the Chicago syndicate and its control over the city’s streets.

Chicago: A Biography


Dominic A. Pacyga - 2009
    Nelson Algren declared it a “City on the Make.” Carl Sandburg dubbed it the “City of Big Shoulders.” Upton Sinclair christened it “The Jungle,” while New Yorkers, naturally, pronounced it “the Second City.” At last there is a book for all of us, whatever we choose to call Chicago. In this magisterial biography, historian Dominic Pacyga traces the storied past of his hometown, from the explorations of Joliet and Marquette in 1673 to the new wave of urban pioneers today. The city’s great industrialists, reformers, and politicians—and, indeed, the many not-so-great and downright notorious—animate this book, from Al Capone and Jane Addams to Mayor Richard J. Daley and President Barack Obama. But what distinguishes this book from the many others on the subject is its author’s uncommon ability to illuminate the lives of Chicago’s ordinary people. Raised on the city’s South Side and employed for a time in the stockyards, Pacyga gives voice to the city’s steelyard workers and kill floor operators, and maps the neighborhoods distinguished not by Louis Sullivan masterworks, but by bungalows and corner taverns.  Filled with the city’s one-of-a-kind characters and all of its defining moments, Chicago: A Biography is as big and boisterous as its namesake—and as ambitious as the men and women who built it.

Island of Vice: Theodore Roosevelt's Doomed Quest to Clean up Sin-loving New York


Richard Zacks - 2012
    Police captains took hefty bribes to see nothing while reformers writhed in frustration.     In Island of Vice, bestselling author Richard Zacks paints a vivid picture of the lewd underbelly of 1890s New York, and of Theodore Roosevelt, the cocksure crusading police commissioner who resolved to clean up the bustling metropolis, where the silk top hats of Wall Street bobbed past teenage prostitutes trawling Broadway.     Writing with great wit and zest, Zacks explores how Roosevelt went head-to-head with corrupt Tammany Hall, took midnight rambles with muckraker Jacob Riis, banned barroom drinking on Sundays, and tried to convince 2 million New Yorkers to enjoy wholesome family fun. In doing so, Teddy made a ruthless enemy of police captain “Big Bill” Devery, who grew up in the Irish slums and never tired of fighting “tin soldier” reformers. Roosevelt saw his mission as a battle of good versus evil; Devery saw prudery standing in the way of fun and profit.     When righteous Roosevelt’s vice crackdown started to succeed all too well, many of his own supporters began to turn on him. Cynical newspapermen mocked his quixotic quest, his own political party abandoned him, and Roosevelt discovered that New York loves its sin more than its salvation.     Zacks’s meticulous research and wonderful sense of narrative verve bring this disparate cast of both pious and bawdy New Yorkers to life. With cameos by Stephen Crane, J. P. Morgan, and Joseph Pulitzer, plus a horde of very angry cops, Island of Vice is an unforgettable portrait of turn-of-the-century New York in all its seedy glory, and a brilliant portrayal of the energetic, confident, and zealous Roosevelt, one of America’s most colorful public figures.From the Hardcover edition.

Al Capone's Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition


John J. Binder - 2017
    This exhaustively researched book covers the entire period from 1920 to 1933. Author John J. Binder, a recognized authority on the history of organized crime in Chicago, discusses all the important bootlegging gangs in the city and the suburbs and also examines the other major rackets, such as prostitution, gambling, labor and business racketeering, and narcotics. A major focus is how the Capone gang -- one of twelve major bootlegging mobs in Chicago at the start of Prohibition--gained a virtual monopoly over organized crime in northern Illinois and beyond. Binder also describes the fight by federal and local authorities, as well as citizens' groups, against organized crime. In the process, he refutes numerous myths and misconceptions related to the Capone gang, other criminal groups, the St. Valentine's Day Massacre, and gangland killings. What emerges is a big picture of how Chicago's underworld evolved during this period. This broad perspective goes well beyond Capone and specific acts of violence and brings to light what was happening elsewhere in Chicagoland and after Capone went to jail. Based on 25 years of research and using many previously unexplored sources, this fascinating account of a bloody and colorful era in Chicago history will become the definitive work on the subject.

Paddy Whacked: The Untold Story of the Irish American Gangster


T.J. English - 2005
    In Paddy Whacked, bestselling author and organized crime expert T. J. English brings to life nearly two centuries of Irish American gangsterism, which spawned such unforgettable characters as Mike "King Mike" McDonald, Chicago's subterranean godfather; Big Bill Dwyer, New York's most notorious rumrunner during Prohibition; Mickey Featherstone, troubled Vietnam vet turned Westies gang leader; and James "Whitey" Bulger, the ruthless and untouchable Southie legend. Stretching from the earliest New York and New Orleans street wars through decades of bootlegging scams, union strikes, gang wars, and FBI investigations, Paddy Whacked is a riveting tour de force that restores the Irish American gangster to his rightful preeminent place in our criminal history -- and penetrates to the heart of the American experience.

The Murder of the Century: The Gilded Age Crime that Scandalized a City and Sparked the Tabloid Wars


Paul Collins - 2011
    On the Lower East Side, two boys playing at a pier discover a floating human torso wrapped tightly in oilcloth. Blueberry pickers near Harlem stumble upon neatly severed limbs in an overgrown ditch. Clues to a horrifying crime are turning up all over New York, but the police are baffled: There are no witnesses, no motives, no suspects.The grisly finds that began on the afternoon of June 26, 1897, plunged detectives headlong into the era's most baffling murder mystery. Seized upon by battling media moguls Joseph Pulitzer and William Randolph Hearst, the case became a publicity circus. Reenactments of the murder were staged in Times Square, armed reporters lurked in the streets of Hell's Kitchen in pursuit of suspects, and an unlikely trio — a hard-luck cop, a cub reporter, and an eccentric professor — all raced to solve the crime.What emerged was a sensational love triangle and an even more sensational trial: an unprecedented capital case hinging on circumstantial evidence around a victim whom the police couldn't identify with certainty, and who the defense claimed wasn't even dead. The Murder of the Century is a rollicking tale — a rich evocation of America during the Gilded Age and a colorful re-creation of the tabloid wars that have dominated media to this day.

Rothstein: The Life, Times, and Murder of the Criminal Genius Who Fixed the 1919 World Series


David Pietrusza - 2003
    The real-life model for The Great Gatsby's Meyer Wolfsheim and Nathan Detroit from Guys and Dolls, Rothstein was much more—and less—than a fixer of baseball games. He was everything that made 1920s Manhattan roar. Featuring Jazz Age Broadway with its thugs, speakeasies, showgirls, political movers and shakers, and stars of the Golden Age of Sports, this is a biography of the man who dominated an age. Arnold Rothstein was a loan shark, pool shark, bookmaker, thief, fence of stolen property, political fixer, Wall Street swindler, labor racketeer, rumrunner, and mastermind of the modern drug trade. Among his monikers were "The Big Bankroll," "The Brain," and "The Man Uptown." This vivid account of Rothstein's life is also the story of con artists, crooked cops, politicians, gang lords, newsmen, speakeasy owners, gamblers and the like. Finally unraveling the mystery of Rothstein's November 1928 murder in a Times Square hotel room, David Pietrusza has cemented The Big Bankroll's place among the most influential and fascinating legendary American criminals. 16 pages of black-and-white photographs are featured.