Subway: Red to Grand(312) 828-0966 harrycarays.com41.889062 -87.629347 33 W Kinzie St (at Dearborn St) River North, Chicago
Lunch, dinnerAverage main course: $25
The legendary Cubs announcer may be gone, but his spirit lives on at his popular namesake eatery. These days you might see Caray’s widow, Dutchie, greeting patrons who crowd the place for gargantuan steaks (23-ounce porterhouse, anyone?) and classic Italian dishes like chicken Vesuvio, sausage and peppers, and veal piccata. The walls are awash in memorabilia that will keep sports fans entertained for ages.