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14.
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 03, 2004
 
1.
Best damn city in the world!
Chicago rocks hard, yo!
by some dude December 28, 2004
 
2.
Truly one of the greatest cities in the entire nation. With a total population exceeding 2.9 million inside the city limits alone, multiple cultures and ethnicities, cool-sounding urban, midwestern nasal accents (see ear candy), a rich history, tons of museums, theaters, arcades, the Brookfield Zoo; the best pizza outside of New York City, and probably one of the best city skylines in the United States, Chicago has something to offer to everyone. It is a higher standard of a metropolis that all other American cities strive to be like(and many of them have succeeded in that: see Cincinnati, Philadelphia, Detroit, Atlanta, DC, Denver, Omaha, and Seattle.
Chicago is the ultimate economic, cultural, educational, business, entertainment, industrial, and population center of the Midwest.
by Republican Warrior March 29, 2005
 
3.
One of the most, if not the most, beautiful cities in the US.
"Chicago is the Verona of America," (spoken with an Italian accent).
by Max Moriarty June 28, 2005
 
4.
Big city with a beautiful skyline. Although geographically placed in the Midwestern state of Illinois, it should be considered it's own state since the rest of the midwest is filled with drunk redneck republicans.
"So your from Illinois?"
"No-I'm from Chicago"
by Laur December 10, 2004
 
5.
hottest city alive, i live there
go to chicago muh fucka
by orielah February 25, 2005
 
6.
If you keep saying that only gangs are from there, you have better been all over the damn city.
Chicago rules fuckers.
by Adrian Herrera January 08, 2005
 
7.
one kickass town, home of the sears tower, hancock building, the navy pier, kapone, some kickass rappers like twista. If you can't hang here, don't bother trying. I live in the 'burbs though, but i've been therre plenty of times.
Chicago Kicks Ass
by mr. johnny March 05, 2004