Harry Caray’s Italian Steakhouse, Chicago

The Chicago steakhouse named after the legendary sports announcer embodies his bold and colorful personality. Harry Caray’s pays homage to the iconic Cubs announcer in a way he’d appreciate: sports blaring from every large-screen television, generous portions of prime steaks and chops, and a boisterous crowd every night.

The flagship location (there are additional outposts on Navy Pier and in the suburbs) is situated on two floors in an historic River North building that was once home to Frank Nitti (of Al Capone fame). While the famous faces that have graced Harry’s aren’t as quite as notorious as Nitti’s, they’re famous nevertheless and have ranged from movie and television A-Listers to hall of fame sports greats.

The restaurant is also a big draw for visitors to Chicago as well as locals, who come for the Italian steakhouse experience. USDA prime wet-aged and dry-aged steaks bring in the big spenders looking for exceptional cuts of New York strip, bone-in ribeye and filets. For those looking for local and organic cuts, there are also an eight-ounce bison filet and 12-ounce grass fed New York strip to choose from.

Italian specialties include sausage and peppers; chicken or eggplant parmigiana; fettucine Alfredo and a meatless cavatelli pasta dish.

HARRY CARAY”S