Chicago: The Second City

Many Chicagoans rose in protest over A. J. Liebling’s tongue-in-cheek tour of their fair city in 1952. Liebling found much to admire in the Windy City’s people and culture—its colorful language, its political sophistication, its sense of its own history and specialness, but Liebling offended that city’s image of itself when he discussed its entertainments, its built landscapes, and its mental isolation from the world’s affairs.

Liebling, a writer and editor for the New Yorker, lived in Chicago for nearly a year. While he found a home among its colorful inhabitants, he couldn’t help comparing Chicago with some other cities he had seen and loved, notably Paris, London, and especially New York. His magazine columns brought down on him a storm of protests and denials from Chicago’s defenders, and he gently and humorously answers their charges and acknowledges his errors in a foreword written especially for the book edition. Liebling describes the restaurants, saloons, and striptease joints; the newspapers, cocktail parties, and political wards; the university; and the defining event in Chicago’s mythic past, the Saint Valentine’s Day Massacre. Illustrated by Steinberg, Chicago is a loving, if chiding, portrait of a great American metropolis.