Chicago 

I dunno who thinks Chicago is pronounced the way it is here , but they obviously aren't from the City in a Garden. Yeah, many people pronounce it "Chi-cah-go," now. But if you are a white ethnic of a certain age or neighborhood the correct way to say it is "Chi-caw-go." Watch old movies from the 30s and 40s and you'll see that was the way it was spoken. I blame the New York based radio and TV media convincing the world that it is "Chi-cah-go." If you wanna talk like a real neighborhood Chicawgoan make an "s" sound at the end of plurals, don't use the "z" sound.

Hey you guyss, wanna go to the Chicago Bearss game on Sunnay?

Chicago by Steddy Eddy April 25, 2016

Chicago 

A city that somehow hasn't had its tall ass buildings knocked down by all the gangs there.

Chicago is wild, yo

Chicago by Ya Ya Yeetus February 16, 2019

Chicago 

Located in the northeast part of the state on Lake Michigan, Chicago is Illinois' largest city and the largest city in the American midwest. Plagued by government corruption, high taxes, unaffordable cost of living, violence and crime Chicago also suffers from a superiority complex by believing it owns all the land and cities therein around the southern 1/3 of Lake Michigan, which of course it does not.

On superiority complex
Chicago resident #1: Hey bud, wanna go to Milwaukee? They got an awesome festival going on right now.

Chicago resident #2: Yeah man let's go to Chicago north and check it out!

On corruption
Chicago resident #1: So did you hear Chicago is the most corrupt city in the U.S?

Chicago resident #2: I heard. I can't afford my rent either so I'm moving to a better place like Indiana or Wisconsin.

On crime
Chicago alone was responsible for half of the nationwide homicide increase in 2016, surpassing even larger cities than itself such as L.A.

Chicago by TheChos3nOne March 24, 2019

Chicago 

A awesome city located in Illinois. It has the world famous Sears Tower and it also has the Hancock building. Many people say it has many gangs, but it really doesn't. Chicago actually has the most nicest people.

John: Chicago has a lot of gangs!

Jeff: Have you ever even been to Chicago? There is barely any gangs and they have very nice people.

Chicago by ChicagoCitizen June 2, 2009

Chicago 

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

Chicago by chicago9999 December 28, 2005

Chicago 

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)

Chicago by chicagogirl415 August 2, 2011

chicago 

a game where you hold your "reefer" smoke in your lungs till the joint gets back to you.

lets do chicago with this "j"

chicago by Taz February 25, 2004