The Grammy Award for Best Jazz Vocal Performance, Male was awarded from 1981 to 1991. In 1985 both Best Jazz Vocal Performance, Male and Best Jazz Vocal Performance, Female were combined and awarded as Grammy Award for Best Jazz Vocal Performance. The Academy reverted back to individual awards for men and women in 1986. In 1992, it was once again combined into one award. Bobby McFerrin with 4 wins is the most awarded artist in this category.

Winners: Grammys Best Jazz Vocal Performance, Male

Year
Winner/s
Song
1991
Harry Connick, Jr.
We Are In Love
1990
Harry Connick, Jr.
When Harry Met Sally...
1989
Bobby McFerrin
Brothers
1988
Bobby McFerrin
"What Is This Thing Called Love"
1987
Bobby McFerrin
"Round Midnight"
1986
Bobby McFerrin & Jon Hendricks
"Another Night in Tunisia"
1985
none
1984
Mel Tormé
Top Drawer
1983
Mel Tormé
An Evening with George Shearing & Mel Tormé
1982
Al Jarreau
"Blue Rondo a la Turk"
1981
George Benson
"Moody's Mood"