Sid Shapiro and Jerome Fishman, the titular "Syd Jerome," opened their 4,000-square-foot store over fifty years ago. If you're in Chicago and need the best suit money can buy, this is the place. Located in the financial district, most of the store's offerings are high-end Italian brands. You may not be a banker, but at least you can walk out looking like a million bucks.
Check their calendar for a list of great trunk shows—you never know who's stopping by.