Sixteen (CLOSED)

With creative themed tasting menus, more approachable service and two Michelin stars, Sixteen is solidly in the top tier of fine dining restaurants in Chicago. While the tasting menu is firmly in "splurge" category (dinner for two with wine pairings is around $1,000), the patio offers an even better view of the Wrigley Building and Tribune Tower, as well as less expensive food.