Chicago

A shitty industrial city next to Lake Michigan that is home to the Bears, the Cubs, and one dude who is PISSED THE FUCK OFF that he can't get any action named JOSH BOYLE.

Chicago: a city where dreams go to die.

by Tuccimustdie March 1, 2020

Chicago Cubs

The team people are thought to be insane if they root for after over a hundred years of no titles or championships, and people still root for them anyway, because winning is not the point of everything in life.

Not many other sports teams would keep people rooting for them after not winning for so many years, a lot of people would abandon a different team than the Chicago Cubs.

by The Original Agahnim July 1, 2021

chicago knight

A goon who roams the streets around 3:00 am looking to start some bad shit that will hurt the community.

Yo that nigga ramen a Chicago knight, he no good.

by Mr. Love gee September 2, 2016

Chicago housing authority

Blacks? Maybe, I don’t know.

Eddie “hey homie, where’s my house at?”

Chicago Housing Authority (the Governor) “hey, here’s a multi million dollar penthouse cuz you’re black”

by Hood rat chiraq bud December 17, 2023

Chicago White Sox

The better version of the Cubs. Yes, they aren't amazing but compared to the Cubs they are the freaking New York Yankees. The White Sox's stadium is also a million times better than Wrigley Field and they also do this thing called winning.

Cubs suck. Let's go see the Chicago White Sox game because they actually win.

by RyGuyHill November 23, 2022