Stevie Wonder – 25 Wins
Throughout his lengthy and successful career, the iconic musician has won a total of 25 Grammy Awards. Four of those wins, including album of the year, took place in 1973 alone. He is now one of the most awarded male solo artists in the history of the Grammys. On three separate nights, the singer has won five or more awards. In addition to all his individual awards, he’s won a Grammy Lifetime Achievement Award in 1996.
Stevie Wonder 22 Wins
Alison Krauss – 27 Wins
Alison Krauss is the female artist with the most Grammy Awards. She shares 14 of her wins with her backing band of almost 30 years, Union Station. Over the course of her career, she’s been nominated for a Grammy 41 times. She began her career young. When she won her first Grammy in 1991, she was the second-youngest winner at 19 years old. Nowadays, she’s tied as the ninth-youngest Grammy Winner.
Alison Krauss 27 Wins
