Chicago was known as a fine place to find a wild onion if you were a member of the Potawatomi tribe, who lived in this area of Illinois before European settlers arrived. It was mostly swamps, prairie and mud long past the establishment of Fort Dearborn in 1803 and incorporation as a town in 1833. It could be argued that nature never intended for there to be a city here; brutal winters aside, it took civil engineering projects of unprecedented scale to establish working sewers, reverse the flow of the river to keep it out of the city's drinking supply, and stop buildings from sinking back into the swamps — and that was just the first few decades.
By 1871, the reckless growth of the city was a sight to behold, full of noise, Gothic lunacy, and bustling commerce. But on October 8th, Mrs. O'Leary's cow reportedly knocked over a lantern in the crowded immigrant quarters in the West Side, and the Great Chicago Fire began. It quickly spread through the dry prairie, killing 300 and destroying virtually the entire city. The stone Water Tower in the Near North is the most famous surviving structure. But the city seized this destruction as an opportunity to rebuild bigger than before, giving canvas for several architects and urban planners who would go on to become legends of modern architecture.
At the pinnacle of its rebirth and the height of its newfound powers, Chicago was known as The White City. Cultures from around the world were summoned to the 1893 World's Colombian Exposition, to bear witness to the work of Louis Sullivan, Daniel Burnham, and the future itself. Cream of Wheat, soft drinks, street lights and safe electricity, the fax machine, and the Ferris Wheel bespoke the colossus now resident on the shores of Lake Michigan.
As every road had once led to Rome, every train led to Chicago. Carl Sandburg called Chicago the Hog Butcher for the World for its cattle stockyards and place on the nation's dinner plate. Sandburg also called it the City of the Big Shoulders, noting the tall buildings in the birthplace of the skyscraper — and the city's "lifted head singing so proud to be alive and coarse and strong and cunning." But Chicago is a city in no short supply of nicknames. Fred Fisher's 1922 song (best known in Frank Sinatra's rendition) calls it That Toddlin' Town, where "on State Street, that great street, they do things they don't do on Broadway." It's also referenced by countless blues standards like Sweet Home Chicago.
Chicago is also known as The Second City, which refers to its rebuilding after the fire — the current city is literally the second Chicago, after the one that disappeared in 1871. The moniker has stuck, in no small part due to its popular association with the city's long-held former position as the United States' second largest city. And many know the nickname from Chicago's great comedy theater in Old Town.
Chicago's history with corruption is legendary. During the Prohibition era, Chicago's criminal world, emblemized by names like Al Capone, Baby Face Nelson, and later Sam Giancana, practically ran the city. The local political world had scarcely more legitimacy in a town where voter turnout was highest among the dead and their pets, and precinct captains spread the word to "vote early, vote often." Even Sandburg acknowledged the relentless current of vice than ran under the surface of the optimistic city.
Today, Chicago is known as The Windy City. Walking around town, you might suspect that Chicago got this nickname from the winds off Lake Michigan, which shove through the downtown corridors with intense force. But the true origin of the saying comes from politics. Some say it may have been coined by rivals like Cincinnati and New York as a derogatory reference to the Chicagoan habit of rabid boosterism and endless political conventions. Others say that the term originated from the fact that Chicago politicians change their minds "as often as the wind."
Finally, the city is known as the The City That Works, as promoted by longtime Mayor Richard M. Daley, which refers to Chicago's labor tradition, the long hours worked by its residents, and its willingness to tackle grand civic projects. Daley and his father, former Mayor Richard J. Daley, ruled the city for decades in what can only be described as a benevolent dictatorship; as other Midwestern manufacturing cities like Cleveland and Detroit went into decline, Chicago thrived, transforming from a city of stockyards and factories to a financial giant at the forefront of modern urban design. But with Richard M. retiring in 2011, Chicagoans face the rare prospect of a Daley-less city government, and will have to decide all over again if democracy can work in this town.
While the city has many great attractions downtown, most Chicagoans live and play outside of the central business district. To understand Chicago, travelers must venture away from the Loop and Michigan Avenue and out into the vibrant neighborhoods, to soak up the local nightlife, sample the wide range of fantastic dining, and see the sights Chicagoans care about most — thanks to the city's massive public transit system, every part of Chicago is only slightly off the most beaten path.
The Most Frequently Asked Travel Questions about Chicago
Where To Stay & Best Hotels in Chicago - updated Apr 2024
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Chicago Travel Guide from Wikitravel. Many thanks to all Wikitravel contributors. Text is available under Creative Commons Attribution-ShareAlike 3.0, images are available under various licenses, see each image for details.
