43
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
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44
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.
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45
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 04, 2010
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46
to be from chicago you have to be hard and watch your back. if ur a pussy ass bich go to new york and go watch a play. we have higher crime rate because the gangstas here dont take shit from anyone. its not like new york where you shoot one of there gangstas and ur like im sorry will you forgive me. and they are like ok but please dont let it happen again. u get ur ass beat for stuff u do here. yea our police force is the best in the world. they corrupt and shit but thats funny as hell. who wouldnt be corrupt if u have to deal with some people there. yo, 2 words Al Capone. 1.chicago 2.boston 3.La 4. albany.....880.new york-that is the city rankings.
Jesus- um God, what city did u hand create and is the best city in the world and is 8348567485 times better than new york?
God-why thats not even a question, I created chicago myself and is the best city in the world. Satan made new york
by chicago9999 December 22, 2005
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47
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
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48
A city that is NOT raciallly divided.
Theres a west a north and a south side to it...No east cus we have Lake michigan (part of the biggest freshwater bodies of water in the world)
We have the Tallest Building in the world Not all white ppl live in the north and not all black ppl live in the south
We are one of the most intergrated cities
A bunch of my fellow illegal immigrants live here Viva Mexico.
and We have 4 seasons unlike ppl down in california who only have one boring season all year long and we have verrrry good tourist attractions.
Home of some ghetto ass suburbs
This city breaks all the sterotypes.
Chicago, My city, My town, My second home.
Viva Mexico.
by Aztek May 25, 2005
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49
a game where you hold your "reefer" smoke in your lungs till the joint gets back to you.
lets do chicago with this "j"
by Taz February 25, 2004
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