Mastro's Steakhouse - Chicago Chicago

Mastro's Steakhouse sits on North Dearborn Street. It is a five-minute walk from the House of Blues Chicago. The restaurant serves modern grills and seafood, holding a Wine Spectator Excellence Award.

The room runs smart and elegant, but it earns its keep through a focus on the floor rather than the flash. While the Magnificent Mile is home to mid-tier tourist traps, this address offers a more deliberate service style. It avoids the hectic churn typical of the nearby theatre district, making it a better pick for those who want their wine list to carry the weight of their meal.