As for shopping, nearly every retailer known to man and woman is on the Mag Mile (or one block west). Just start at the river, and walk north. As for food ... don't miss Fox & Obel in Streeterville (east of Michigan Ave, just north of the river). Great specialty food store - and a lifeline for transplanted Chicagoans who miss Dean & DeLuca. Also, if you are in pastrami withdrawal for any reason, visit Ashkenazy Deli in the Gold Coast. (Manny's will do, too, but they don't have homemade halvah.) Skip the long lines of tourists at Uno and Due, and head for Gino's East or, better yet, Giordano's on Rush, south of the Peninsula hotel. And don't fret if you don't have time to make it through Navy Pier, unless you don't have a hometown Haagen-Dazs scoop shop and need a fix. For breakfast, there is there's always Lou Mitchell's (who knows how many Chicago politicians you'll see eating their morning eggs), but I always loved the Original Pancake House off Rush Street - even if they did let Matthew Modine crash the line one Sunday morning. Try the chicken-apple sausage - awesome. And if Cereality is still open in the Loop, that's a fun trip. But please, please try Gold Coast dogs, with the works. However, Alex is right - skip the beef. If the Italian deli is open in the basement of the Hancock, near the north end of the Mag Mile, try the bocconcini, and have the little lemon roll cookies for a snack.