How to pronounce 芝加哥 in Cantonese (5 out of 6):

芝加哥幫派大佬 AL Capone
Chicago is playing big time AL Capone.

Cantonese Sentence Breakdown

芝加哥 zi1 gaa1 go1
Chicago
幫派 bang1 paai3
gang
大佬 daai6 lou2
(noun) 1. elder brother; (of organisation, company, etc.)
manager; 2. head of department; 3. head of chef; (of gangster) leader