To Chicago (verb) means to ingest a hit of marijuana, specifically dank kush, and directly afterwards consuming a 1 oz. shot of Maker's Mark whiskey before exhaling the smoke.
E: dude, lets get fucked up?
R: yea definitely
E: Lets Chicago, man.
R: What's that?
E: Take a hit of this weed and then a shot of whiskey before you blow it out.
R: I'm down.
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