If Chicago is the body and soul of blues music, then this club—owned and operated by rock-'n'-roll Hall of Famer Buddy Guy—is its heart. The best time to come here is in January, when Buddy himself performs, and has been known to draw in other famous musicians. That, of course, is also the most difficult time to get in. Not to worry, year-round, Buddy Guy’s is worth a visit. The club itself is like a museum of Guy’s own blues gear, filled with photos of blues greats, Grammys and guitars signed by B.B. King, Carlos Santana, Eric Clapton, and Stevie Ray Vaughn. Performers here range from local to international acclaim, and take the stage seven nights a week. Of all the clubs listed, this is the best one to plan a meal around. The kitchen serves up New Orleans–inspired favorites, like gumbo, jambalaya, blackened burgers, and other Cajun favorites.