A pretty cool city. Better than the shithole(New York). A lot like another great city, Boston(which is the best in my opinion). Also, people from there aren't all arrogant assholes like New Yorker's are.
by AflacJack August 13, 2003
A) The metropolitan capital of the state of Illonois. Known also as the "Windy City." Chicago is the third-largest city in the U.S., and the largest inland city in the country.

B) A game played while smoking the sacred herb whereby an individual who is smoking holds in his hit until the joint/blunt/pipe/bub/bong has been passed all the way around the circle and back to said individual. Then, and only then, can he exhale his hit and take another.
A) Chicago is a pretty cool city, you should check it out.
B) Dude, let's play chicago with that joint and get lifted outta our skulls!
by IAmHydrogen August 10, 2005
an 80s band that played both heart wrenching break-up songs and songs that almost guarantee sex. ex we can last forever and stay the night.
girl to friend's : I didn't want to at first but then he played some chicago and and I could not controll myself.
by lurrrrrrrrrrrrrrrrrrrrrrrrrrrr August 20, 2011
Amazing world class city! Friendly dense urban center known as the Windy City, located in the American Midwest on the Great Lakes.

City that raised from the ashes (was totally destroyed in a great fire), and in testament of will/ability of mankind, Chicago was rebuilt, better taller wider and prouder, welcoming all opportunity to make self/community... Including world's first skyscrapers, first feats of pure brick, to innovative steel frames that have led to the boom of beautiful skyscrapers of great cities all around world!

Chicago's a busy hustling but friendly city with something for everyone! Good business/work opportunity (many fortune 500), relatively affordable cost of living, diverse restaurants, clubs/nightlife, family friendly parks/museums (Navy Pier, parks all along lake front), concerts (Lollapalooza, House of Blues, largest free music festival), Shopping (magnificent mile/Woodsfield mall), Sports lover's paradise (Cubs/Sox, Da Bears!, Bulls, Blackhawks etc)… Many diverse communities, from suburban to urban, all identify as "Chicago'ins"! There's many amazing cities, but no place quite like good old Chicago!
come on, baby don't cha wanna go, Back ta that same ol' place… sweet home Chicago!
by rext86 November 29, 2010
The largest city in Illinois, and the state's unofficial capital. One of the greatest cities in the country, and probably the world. Sure, maybe we're not as flashy or glamorous as New York or L.A., but Chicago is a beautiful place and if you spent one day in the city you'd see why it's residents love it.
There's always something to do in Chicago, so don't go knocking it until you've seen it for yourself.
by GaaraoftheDamned March 10, 2013
A very diverse place. Many people compare it to New york and California.But the thing is, Chicago is way better than both. Chicago has its rich side(north,east and some parts of west) and its ghetto side(south). Then it has it center (downtown) where people of all races can come together to live and visit. Chicago's downtown includes everything you want and need. that includes food (my fav. Garrets Pop-Corn...others) education (DePaul university...others) and Hot spots (the Sears Tower, Navy Pier and others).
Guy:Chicago is the 3rd largest city in the country
Girl:well dont you know your facts.
by AyeeeT from The chi July 11, 2012
best city in the world: so much better than new york city
Chicago kicks New York's ass (mostly cuz chicago has ME! new york can never come close)
by chicagogirl415 August 02, 2011

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