The best city in the whole world! The best people come from the midwest, and the best of the midwest is located in Chicago Illinois. This city is not only home to awesome food like pizza and hotdogs, the Sears Tower, Lake Michigan, Six Flags Great America, Woodfield Mall, and the Mag Mile, but it is home to the best people on earth!
by ChitownGirlie July 11, 2008
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Chicago has many nicknames like the Second City (to New York), City of Big Shoulders and the Windy City. The weather sucks; it's sweltering in the summer and below zero most of the winter. The central business district (downtown) is called the Loop because the El encompasses it. Ethnic groups are spread nearly evenly throughout the city, except for the west side, which is mostly African American. We have two airports, two baseball teams, a corrupt local government and a lot of people from southern Illinois who are jealous of us. Contrary to popular belief (as seen above) the north side is not all white and the south side is not all black. Kanye West & the Smashing Pumpkins are two artists from Chicago.
Chicago is inaccurately misrepresented in this "URBAN DICTIONARY" thus far.
by Kristy November 3, 2004
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Greatest place in the Midwest. A place where the street gangs are actually home grown unlike New York. No Bloods and Crips here, just Peoples and Folks. There are three sides, North, South, and West. The South Side is divided into Southwest and Southeast depending on the Dan Ryan Expressway. The North Side gets a rep for pussy ass white yuppies. The South Side and West Side is the real city aside from fancy skyscrapers you hear about. Chicago is a place dick ridden by people from Milwaukee, Indiana, Detroit, and most of all downstate. True capital of Illinois, home to the Sears Tower and birthplace of skyscrapers and the tallest buildings in the world.
People in Detroit don't like Chicago, because we actually have something to appeal to tourist. Many wannabe Chicago's in the Midwest, but there's only one.
by Quickdraw January 9, 2005
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Shit-cago...you MUST be from new york. Im glad that outta towners dont understand what chicago is all about, id rather enjoy my city without all the shitty attention and arrogance that LALA LAnd and New york get. Who gives a crap that LA is "2nd city", it has freakin 4 times as much land as chicago and only a few hundred thousand more people, hmm LA: only if your rich, a celeb, or a gangster New York: only if you want desiner clothes, live in a skyscraper "paradise"(by the way, didnt Chicago INVENT THE SKYSCRAPER!!!!) and be treated like shit by everyone living there and elsewhere. Chicago PWNS all. dirty lake and dirty river?!?!?! LOL ever look at the east hudson river? nuff said --->lake michigan, best drinking water in the WORLD...yes, THE WORLD why you think LA want a pipe built from chicago to california, hmm yea. you can keep hollywood, who gives a shit about celebrities. you can keep times square, carson daley sucks ass. you can keep beverly hills, we dont need plastic surgeons here in chitown. you can keep your shitty architecture. Murder capital, hell yea, get the fuck out if you dont like! pussies
Mcdonalds, disney, skyscrapers...yes all from chicago
by northsider1983 August 22, 2005
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Forget New Nork. Chicago is better! It has everything New York does (including a a large Stock Exchange) except with friendlier people and a more affordable cost of living. Chicago has anything and everything: a better location in the center of the country, culture, quisine (like Chicago Deep Dish Pizza and the Gold Coast Dog), education, mass transit, enormous lakefront, an IVY league university, architecture (Chicago has America's tallest building while New York does not), China Town, shopping- especially on Michigan Avenue, sports teams (dont forget 'da Bears!), the world's 2nd busiest airport, the Chicago Symphony, The Museum of Science and Industry, the Adler Planetarium, the Art Institute and dont forget numerous jobs of all types. Chicago may only be one-third the size of New York but it can kiss Chicago's ass.
Chicago is probably the best major city in the country! Go to hell New York!
by krock1dk@yahoo.com October 1, 2007
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Gun violence capital of the world. Split into 2-3 regions: northside and southside and some people also use “westside” or “northwest side” as a 3rd region. North side is known for its huge skyscrapers, exquisite food (such as Eatly, Molly’s Cupcakes, and of course Deep Dish pizza), sports fans, beach side, and many museums and attractions. North side is relatively more safer than Southside; however, suburbs in the North and West and targeted by gangs too. Southside consists of more of the gun violence that is shown in the media. The southside is ridden from gangs, gun violence, shootings, gang wars, and so on. However, it is home to a top tier university, university of Chicago. Unlike Northside, the Southside has a really tight sense of community and pretty much everyone knows each other and looks out for one another. It’s home to many low income citizens and is the slum of Chicago. Both regions have their prejudices against one another. If you’re in Northside, you’ll probably hear people calling the Southside a “godforsaken hell hole”, while you’ll hear Southsiders calling Northside a bunch of “rich bratty snobs. Chicago is home to many famous people such as Chance the Rapper, Lil durk, Obama, Al capone, and so on
person a: “it’s 65 outside, why are you in shorts?”

person b: “it’s Chicago, everyone’s in shorts”
by Keepurselfsafe August 7, 2018
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A large monster that can swallow up any tourist to empty their pocket books. An amazingly simple city to get around in. Tagger Heaven. Home of the White Sox, Blackhawks, Bears, Bulls and the Cubs. A place where hipsters gather on North Avenue and the hood isn't distinguished from block to block. Good place to live. People from Illinois that are from Chicago, say they're from Chicago FIRST AND FOREMOST.

Also has a distinct accent and lingo.
Tim: "Dude where are you from?"
Amy: "Chicago."
Tim: "You mean Illinois?"
Amy: "NO. I mean CHICAGO."
by Chitowncat December 4, 2010
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