Chicago 

A very large city in the North of Illinois filled with pretentious douchebags who think they are far superior to anyone downstate, and that anything south of the suburbs is redneck country. Although the city itself features many famous attractions and great restaurants (and starbucks on every fucking corner), the people sort of counteract all this appeal. I was actually asked for directions while visiting there, the people inquiring were incredibly shocked to learn I was from central Illinois, wondering about my lack of redneck-ness. I mean, it's a great city, if you don't ever want to see trees and love to be stuck-up.

Chicago guy: Hey where do you live around here?
me: Oh, no I'm from Springfield.
Chicago guy: hmm.. Springfield? Never heard of it.
me: It's the capitol you fucktard.
Chicago guy: Whatever, don't you have a farm to get back to?
me: *knocks him the fuck out*

Chicago by sethisto28 August 19, 2011

chicago 

the realest, truest city there is
where there is hella haters
where we say joe after every word
where we have bussas on every block
where we have a Pete's n harolds Chicken
where we ask for extra mild sauce
where we have grammer schools
the niggaz that rap don't just rap they tell a story
where the rawest projects stood up
where it's the most popular n most haters
where we come up with the best slang
where there is mostly blacks
this city is where people wish they were born so they hate cause they know the real ones stay duggie fresh

this is my city Chicago
there are hella haters in chicago
Other cities stay hatin on Chicago because of our slang and dance

chicago by Ghetto Queen May 18, 2007

Chicago 

3rd largest city in america,16th Richest city in the world. New multi-million dollar pent houses and condos being built(see Chicago spire & waldrof astoria) milwaukee has some odd complex with chicago but cant compete (milwaukees lame dont ever go thier!!!) saw its far share of crime and population loss during the 80's an 90s but is on the rise again. I would say a cleaner version of new york, downtown is never dead, u can go at 3:00am and still have fun. 24 hour city with the most agressive drivers i have ever seen( and im from boston)World Class shoipping just to name a few, Prada, louis vitton,gucci,hugo boss,fendi,and more..big city lots of fun and great pizza and hot dogs,nice historic homes brown stones huge victorian homes on the south side, 24 hour rail system and bus. (No more Projects!!!) good clubs,great bars,nice homes go to chicago and i'll graruntee you will love it.

Milwaukeean: i hate chiago drivers
Chicagoan: well thats because your drunk,dumb and from wisconsin
Milwaukeean: o we wish we were you!

Chicago by Move out the way! December 22, 2008

Chicago 

An extremely segregated city that wishes it was New York.

There's a reason they call Chicago "the second city."

Chicago by gordiechicago July 21, 2017

Chicago 

The most violent city in the whole universe.

Yeah, I live in Chicago

Chicago by Ио November 21, 2020

Chicago 

An absolutely AMAZING city. If one is not from Chicago and wished to visit, I recommend staying in the North side. The North Side is an extremely nice place with plenty of entertainment and good food. However, if one should find themself in the South Side of Chicago, RUN FOR YOUR FUCKING LIFE!!! On my list of ghettos, I am officially declaring Chicago's South Side to be the fourth most dangerous ghetto in America.

Chicago's North Side is the complete opposite from it's South Side.

Chicago by Zuke July 12, 2006

Chicago 

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.

Chicago by Aztek May 29, 2005