1. The Peninsula Hotel Chicago
This is prestige, Magnificent Mile style. In walking distance, Tiffany & Co., of course. There is a $400,000 package that includes a Bentley and a pair of diamond rings.
Address: 108 East Superior
Telephone: 312-337-2888
Transportation: Walk west to Eastgate & Halsted for Bus
Price Range: $490 – $6,500