I'm from New York, but Michigan Avenue/Oak Street is fairly impressive for shopping. Designer stores abound everywhere - Chanel, a very big Ralph Lauren store, Armani, Gucci, Malo, Saks, Neiman's, etc. There's also a huge Crate & Barrel store (Chicago is where they're based) and a North Face store (we don't have that in New York). Along Oak Street are some more designer boutiques and stores including Barneys, Prada, Loro Piana, Jil Sander, among others. At the end of the Mile, you're rewarded with a beautiful view of the Lake.