| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2017 | N | Top Comedy Tour | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2005 | N | Outstanding Variety, Music or Comedy Special | Dave Chappelle: For What It's Worth (2004) (TV) | Stan Lathan, Kimber Rickabaugh, Jay Larkin |
| 2004 | N | Outstanding Variety, Music or Comedy Series | Chappelle's Show (2003) | Neal Brennan, Michele Armour |
| 2004 | N | Outstanding Writing for a Variety, Music or Comedy Program | Chappelle's Show (2003) | Neal Brennan (writer) |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2020 | W | Best Comedy Album | "Sticks & Stones" | - |
| 2019 | W | Best Comedy Album | "Equanimity & The Bird Revelation" | - |
| 2018 | W | Best Comedy Album | "The Age of Spin & Deep in the Heart of Texas" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2021 | N | Outstanding Guest Performance – Comedy or Drama Series | Saturday Night Live (1975) (TV) | - |
| 2005 | N | Outstanding Actor in a Comedy Series | Chappelle's Show (2003) | - |
| 2004 | N | Outstanding Actor in a Comedy Series | Chappelle's Show (2003) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2005 | W | Best Comedic Performance` | Chappelle's Show (2003) (TV) | - |
| 2004 | W | Best Comedic Performance | Chappelle's Show (2003) (TV) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2017 | W | Outstanding Guest Actor in a Comedy Series | Saturday Night Live (TV) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2005 | N | Choice Comedian | - | - |
| 2004 | N | Choice Comedian | - | - |