(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2002 | W | (for His Unparalleled Contributions to Popular Music) | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2006 | W | - | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1996 | W | Performance in a Music Special or Series | Tony Bennett Live by Request: A Valentine's Special (1996) (TV) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2007 | W | Outstanding Individual Performance in a Variety or Music Program | Tony Bennett: An American Classic (2006) (TV) | - |
| 1996 | W | Outstanding Individual Performance in a Variety or Music Program | Tony Bennett Live by Request: A Valentine's Special (1996) (TV) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2003 | W | Outstanding Music Album | "A Wonderful World" | k.d. lang |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2022 | N | Best Music Video | "I Get a Kick Out of You" | Lady GaGa |
| 2022 | N | Album of the Year | "Love for Sale" | Lady GaGa |
| 2022 | N | Best Pop Duo/Group Performance | "I Get a Kick Out of You" | Lady GaGa |
| 2022 | N | Best Traditional Pop Vocal Album | "Love for Sale" | Lady GaGa |
| 2022 | N | Best Engineered Album, Non-Classical | "Love for Sale" | Lady GaGa |
| 2022 | N | Record of the Year | "I Get a Kick Out of You" | Lady GaGa |
| 2019 | N | Best Traditional Pop Vocal Album | "Love Is Here to Stay" | Diana Krall |
| 2019 | N | Best Pop Duo/Group Performance | "'S Wonderful" | Diana Krall |
| 2016 | W | Best Traditional Pop Vocal Album | "The Silver Lining: The Songs of Jerome Kern" | Bill Charlap |
| 2015 | W | Best Traditional Pop Vocal Album | "Cheek to Cheek" | Lady Gaga |
| 2014 | N | Best Traditional Pop Vocal Album | "Viva Duets" | - |
| 2012 | W | Best Pop Duo/Group Performance | "Body and Soul" | Amy Winehouse |
| 2012 | N | Best Traditional Pop Vocal Album | "Duets II" | - |
| 2010 | N | Best Traditional Pop Vocal Album | "A Swingin' Christmas" | - |
| 2008 | N | Best Pop Collaboration with Vocals | "Steppin' Out" | Christina Aguilera |
| 2007 | W | Best Pop Collaboration with Vocals | "For Once in My Life" | Stevie Wonder |
| 2007 | W | Best Traditional Pop Vocal Album | "Duets: An American Classic" | - |
| 2006 | W | Best Traditional Pop Vocal Album | "The Art of Romance" | - |
| 2004 | W | Best Traditional Pop Vocal Album | "A Wonderful World" | k.d. lang |
| 2004 | N | Best Pop Collaboration with Vocals | "La Vie En Rose" | k.d. lang |
| 2003 | W | Best Traditional Pop Vocal Album | "Playin' With My Friends: Bennett Sings The Blues" | - |
| 2003 | N | Best Pop Collaboration with Vocals | "What a Wonderful World" | k.d. lang |
| 2002 | N | Best Pop Collaboration with Vocals | "New York State of Mind" | Billy Joel |
| 2001 | W | - | - | - |
| 2000 | W | Best Traditional Pop Vocal Performance | "Bennett Sings Ellington - Hot & Cool" | - |
| 1999 | N | Best Musical Album for Children | "The Playground" | - |
| 1998 | W | Best Traditional Pop Vocal Album | "On Holiday" | - |
| 1998 | N | Best Pop Collaboration with Vocals | "God Bless the Child" | Billie Holiday |
| 1997 | W | Best Traditional Pop Vocal Album | "Here's to the Ladies" | - |
| 1995 | W | Album of the Year | "MTV Unplugged" | - |
| 1995 | W | Best Traditional Pop Vocal Performance | "MTV Unplugged" | - |
| 1995 | N | Best Pop Collaboration with Vocals | "Moonglow" | k.d. lang |
| 1994 | W | Best Traditional Pop Vocal Performance | "Steppin' Out" | - |
| 1993 | W | Best Traditional Pop Vocal Performance | "Perfectly Frank" | - |
| 1991 | N | Best Jazz Vocal Performance - Male | "Astoria: Portrait of the Artist" | - |
| 1991 | N | Best Jazz Vocal Performance - Male | "Astoria: Portrait of the Artist" | - |
| 1966 | N | Best Vocal Performance, Male | "The Shadow of Your Smile" | - |
| 1966 | N | Record of the Year | "The Shadow of Your Smile" | - |
| 1965 | N | Best Vocal Performance, Male | "Who Can I Turn To?" | - |
| 1964 | N | Record of the Year | "I Wanna Be Around" | - |
| 1964 | N | Best Vocal Performance, Male | "I Wanna Be Around" | - |
| 1963 | W | Best Vocal Performance, Male | "I Left My Heart In San Francisco" | - |
| 1963 | W | Record of the Year | "I Left My Heart in San Francisco" | - |
| 1963 | N | Album of the Year | "I Left My Heart in San Francisco" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2019 | N | Vocal Jazz Album of the Year | "Love Is Here to Stay" | Diana Krall |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1966 | N | New Faces, Male (15th place) | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1994 | N | Best Male Video | "Steppin' Out With My Baby" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2013 | N | Best Traditional Jazz Performance | "For Once in My Life" | Marc Anthony |
| 2012 | W | Best Traditional Jazz Artist/Group | "Isn't It Romantic" | - |
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