A Chicago Hangover Share definition Flag Phrase reserved for the worst hangover in your life. Really, really bad hangover. "Man, I had the worst hangover yesterday" "How bad, a Chicago hangover bad? " "No...not THAT bad!" A Chicago Hangover by northsider684 May 25, 2014 0 0 Get merch Get the A Chicago Hangover mug. Buy Now — $32.95 See more merch