The largest city in the Midwest (pop. about 2.9 million). Has alot of museums and malls. More livible than N.Y.C. and not as expensive as L.A. Great resturauts. Nice people but don't piss them off. Large, beautiful skyline. Beats all other midwestern cities.
Indianapolis ain't got nothin on Chicago.
Chicago runs tha Midwest!
by ChicagoPhanatic November 24, 2006
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A game played while smoking weed. Where you take a hit of the blunt then hold it in while the blunt goes around and when it gets back to you u exhale. It gets you high as a mutha fucka trust me. Try that shit.
Jorge:dam this is a small blunt we wont get high.
Nick: Yea we will lets just do chicago on that shit.
Jorge: hell yea then we will get High.
by Jack"u"man August 2, 2006
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the best damn place in the world. the rest of the midwest is jealous because we're the only world recognized city in it. america's city and no others can compete. new york is cool but not chicago
midwest guy: gosh i wish i was in chicago its the only good place in the midwest
chicago guy: yeah i know right
by j blaze101 March 11, 2006
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Chicago. Home of my heart. Misdefined by many on this site. Home of Buddy Guy and his own venue. Best pizza and hot dog in usa. Mickey's on Manheim is the best fry and dog combo. Deep dish is amazing but a whole nother beast. Traditional pizza is better than any I had in New york. I've been to a majority of americas big cities and chicago has blown all others out of the water. I didn't feel the pride in new york, houston, miami, san diego, auston, new orleans, milwaukee, ect, that I felt walking the steets of chicago. Only city to carry on lallapallooza. Largest free music fest. Blues fest that is. Bring beer, a grill, food, and listen to blues greats in grant park surrounded by the most beautiful skyline, for free! And nothing beets the railsystem. You can get from any greater chicago suburb to anywhere in the city easy and cheap. And if your smart like most people there are, pretty much anywhere you go is safe. And lovely.
What city is has such wonderful food, culture, architecture, art, and the sexiest skyline that you want to sleep with it?
Answer: chicago!!
by knower of stuff March 18, 2010
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A game played while smoking weed. It's where you hold in the smoke until the weed gets passed back to you.
"man, I am so high"
"yeah, it's because you were chicagoing like a boss."
"haha... yeah"
by definethatshit November 14, 2011
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Greatest city ever!!!
I have been to that crime ridden shit hole new york, that POS city stanks somethin fierce. i would not even compare chicago to that disgrace.

for the rest of illinois they are lucky to have chicago. Chicago/cook county taxes pay for so much for the rest of the state, that is where all the money is in the entire state. some one from bloomington or springfield, how much do you pay in taxes?

if chicago wasn't the greatest city ever, why would it have the highest return rate out of any city?

the weather is interesting, but it shows that chicagoans are no pussys. we can stand -50 wind chills and heat waves of 104.

you don't like chicago, fuck you and get the fuck out of our city then!!
"take me back to chicago and lay my soul to rest...take me back to chicago cause hustlin' not my style."
by i heart chi-town February 24, 2005
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the best city on earth better then the shit hole new york
dont try to compare new york to chicago chicago is just to good for new york
by cho cho cho August 29, 2005
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