1 Best Nightlife in Chicago, Illinois

While new ownership restored the Ambassador name to this storied Gold Coast hotel in 2017, they lost the rights to call its historic restaurant the Pump Room. So they renamed the space in honor of its most coveted table, where celebrities and other VIPs have held court since the 1930s. The updated decor features numerous black-and-white photos of those famous faces, while the bar's classic cocktail and wine lists hope to lure a new generation of A-listers.