(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1993 | W | Best Large Jazz Ensemble Performance | "Miles and Quincy Live at Montreux" | Quincy Jones |
| 1992 | W | Best R&B Instrumental Performance | "Doo-Bop" | - |
| 1989 | W | Best Jazz Instrumental Performance, Big Band | "Aura" | - |
| 1989 | W | Best Jazz Instrumental Performance, Soloist (On a Jazz Recording) | "Aura" | - |
| 1986 | W | Best Jazz Instrumental Performance, Soloist | "Tutu" | - |
| 1982 | W | Best Jazz Instrumental Performance, Soloist | "We Want Miles" | - |
| 1970 | W | Best Jazz Performance - Large Group or Soloist with Large Group | "Bitches Brew" | - |
| 1960 | W | Best Jazz Composition of More Than Five Minutes Duration | "Sketches of Spain" | Gil Evans |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2015 | N | Heritage Album of the Year | "Prestige 10" LP Collection, V.1" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2017 | N | Outstanding Jazz Album | "Everything's Beautiful" | Robert Glasper |
| 2017 | N | Outstanding Duo, Group or Collaboration | "Everything's Beautiful" | Robert Glasper |
| 2016 | W | Outstanding Jazz Album | "Miles Davis at Newport 1955-1975: The Bootleg Series Vol. 4" | - |
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