Caray is also unique in the fact that both his son and grandson work as professional sports announcers. His son, Skip, announces Atlanta Braves baseball and his grandson Chip, announces Fox Television Baseball and Chicago Cubs Baseball. Harry was also known for his famous singing of "Take Me Out to the Ball Game," which he performed during the seventh inning stretch of every Cub game. This tradition began one day when he was singing to himself and somebody put the Public Address System on. His voice was echoed throughout the stadium, and until the day he died Harry was the tradition during the stretch. He broadcast baseball for 52 seasons, and may well be remembered as the most famous announcer of them all. Harry Caray is a legend!

Patches worn on the players' jersey sleeves in memory of Harry.