1999 Grammy Awards
Updated February 21, 2017 | Factmonster Staff 
The 42nd Annual Grammy Awards were presented at Los Angeles' Staples Center on February 23, 2000.
| Record: | “Smooth,” Santana featuring Rob Thomas |
| Album: | Supernatural, Santana (Arista Records) |
| Song: | “Smooth,” Itaal Shur and Rob Thomas, songwriters |
| New Artist: | Christina Aguilera |
| Female Pop Vocal: | “I Will Remember You,” Sarah McLachlan |
| Male Pop Vocal: | “Brand New Day,” Sting |
| Pop Duo or Group with Vocals: | “Maria Maria,” Santana |
| Pop Collaboration with Vocals: | “Smooth,”Santana featuring Rob Thomas |
| Pop Instrumental: | “El Farol,” Santana |
| Dance Recording: | “Believe,” Cher |
| Pop Album: | Brand New Day, Sting (A&M Records) |
| Traditional Pop Album: | Bennett Sings Ellington—Hot and Cool, Tony Bennett |
| Female Rock Vocal: | “Sweet Child O' Mine,” Sheryl Crow |
| Male Rock Vocal: | “American Woman,” Lenny Kravitz |
| Rock Duo or Group with Vocals: | “Put Your Lights On,”Santana featuring Everlast |
| Hard Rock: | “Whiskey in the Jar,” Metallica |
| Metal: | “Iron Man,” Black Sabbath |
| Rock Instrumental: | “The Calling,” Santana featuring Eric Clapton |
| Rock Song: | “Scar Tissue,” Flea, John Frusciante, Anthony Kiedis, and Chad Smith, songwriters |
| Rock Album: | Supernatural, SSantana (Arista Records) |
| Alternative Music Performance: | Mutations, Beck |
| Female R&B Vocal: | “It's Not Right but It's Okay,” Whitney Houston |
| Male R&B Vocal: | “Staying Power,” Barry White |
| R&B Duo or Group with Vocals: | “No Scrubs,” TLC |
| R&B Song: | “No Scrubs,” Kevin “Shekspere” Briggs, Kandi Burruss, and Tameka Cottle, songwriters |
| R&B Album: | Fanmail, TLC (LaFace Records) |
| Traditional R&B Vocal Performance: | Staying Power, Barry White |
| Rap Solo: | “My Name Is,” Eminem |
| Rap Duo or Group: | “You Got Me,” The Roots featuring Erykah Badu |
| Rap Album: | The Slim Shady LP, Eminem |
| Female Country Vocal: | “Man! I Feel like a Woman!,” Shania Twain |
| Male Country Vocal: | “Choices,” George Jones |
| Country Duo or Group with Vocals: | “Ready to Run,” Dixie Chicks |
| Country Collaboration with Vocals: | “After the Gold Rush,”Emmylou Harris, Linda Ronstadt, and Dolly Parton |
| Country Instrumental: | “Bob's Breakdowns,” Asleep At The Wheel featuring Tommy Allsup, Floyd Domino, Larry Franklin, Vince Gill, and Steve Wariner |
| Country Song: | “Come On Over,” Robert John “Mutt” Lange and Shania Twain, songwriters |
| Country Album: | Fly, Dixie Chicks (Monument Records) |
| Bluegrass Album: | Ancient Tones, Ricky Skaggs and Kentucky Thunder (Skaggs Family Records) |
| New Age Album: | Celtic Solstice, Paul Winter and Friends (Living Music) |
| Contemporary Jazz: | Inside, David Sanborn |
| Jazz Vocal: | When I Look in Your Eyes, Diana Krall |
| Jazz Instrumental, Solo: | “In Walked Wayne,” Wayne Shorter |
| Jazz Instrumental, Individual or Group: | Like Minds, Gary Burton, Chick Corea, Pat Metheny, Roy Haynes, and Dave Holland (Concord Jazz) |
| Large Jazz Ensemble: | Serendipity 18, The Bob Florence Limited Edition |
| Latin Jazz: | Latin Soul, Poncho Sanchez |
| Rock Gospel Album: | Pray, Rebecca St. James (ForeFront Records) |
| Pop/Contemporary Gospel Album: | Speechless, Steven Curtis Chapman (Sparrow Records) |
| Southern Gospel, Country Gospel, or Bluegrass Gospel Album: | Kennedy Center Homecoming, Bill and Gloria Gaither and Their Homecoming Friends(Spring House Music Group) |
| Traditional Soul Gospel Album: | Christmas with Shirley Caesar, Shirley Caesar (Myrrh Records) |
| Contemporary Soul Gospel Album: | Mountain High…Valley Low, Yolanda Adams (Elektra Entertainment Group) |
| Gospel Album by a Choir or Chorus: | High and Lifted Up, The Brooklyn Tabernacle Choir; Carol Cymbala, Choir Director (Atlantic Records) |
| Latin Pop: | Tiempos, Rubén Blades |
| Latin Rock/Alternative: | Resurrection, Chris Perez Band |
| Tropical Latin: | Mambo Birdland, Tito Puente |
| Salsa: | Llego…Van Van: Van Van Is Here, Los Van Van |
| Merengue: | Pintame, Elvis Crespo |
| Mexican-American: | 100 Años de Mariachi, Plácido Domingo |
| Tejano: | Por Eso Te Amo, Los Palominos |
| Traditional Blues: | Blues on the Bayou, B. B. King(MCA Records) |
| Contemporary Blues: | Take Your Shoes Off, The Robert Cray Band (Rykodisc) |
| Traditional Folk: | Press On, June Carter Cash (Risk/Small Hairy Dog Records) |
| Contemporary Folk: | Mule Variations, Tom Waits (Tom Waits) |
| Reggae Album: | Calling Rastafari, Burning Spear (Heartbeat Records) |
| World Music Album: | Livro, Caetano Veloso (Nonesuch Records) |
| Polka Album: | Polkasonic, Brave Combo (Cleveland International Records) |
| Musical Album for Children: | The Adventures of Elmo in Grouchland, Various Artists (Sony Wonder) |
| Spoken Word Album for Children: | Listen to the Storyteller, Wynton Marsalis, Graham Greene, and Kate Winslet (Sony Classical) |
| Spoken Word or Non-Musical Album: | The Autobiography of Martin Luther King, Jr., LeVar Burton (with Martin Luther King, Jr.) (Time Warner Audiobooks) |
| Spoken Comedy Album: | Bigger and Blacker, Chris Rock (DreamWorks Records) |
| Musical Show Album: | Annie Get Your Gun (Angel Records) |
| Best Soundtrack Album: | Tarzan, Phil Collins (Walt Disney Records) |
| Instrumental Composition for a Motion Picture or for Television: | A Bug's Life, Randy Newman, composer |
| Song Written Specifically for a Motion Picture or for Television: | “Beautiful Stranger” (from Austin Powers: The Spy Who Shagged Me), Madonna and William Orbit, songwriters |
| Instrumental Composition: | “Joyful Noise Suite,” Don Sebesky, composer |
| Instrumental Arrangement: | “Chelsea Bridge,” Don Sebesky, arranger |
| Instrumental Arrangement with Accompanying Vocals: | “Lonely Town,” Alan Broadbent, arranger |
| Best Recording Package: | Ride with Bob, Ray Benson, Sally Carns, and Buddy Jackson, art directors (DreamWorks Records Nashville) |
| Best Album Notes: | John Coltrane—The Classic Quartet-Complete Impulse! Studio Recordings, Bob Blumenthal, album notes writer |
| Historical Album: | The Duke Ellington Centennial Edition—The Complete RCA Victor Recordings (1927–1973) (RCA Victor/BMG Classics) |
| Best-Engineered Album, Non-Classical: | When I Look in Your Eyes, Al Schmitt, engineer (Verve Records) |
| Producer, Non-Classical: | Walter Afanasieff |
| Remixer, Non-Classical: | Club 69 (Peter Rauhofer) |
| Best-Engineered Album, Classical: | Stravinsky: Firebird; The Rite of Spring; Perséphone, Markus Heiland, engineer |
| Classical Producer: | Adam Abeshouse |
| Classical Album: | Stravinsky: Firebird; The Rite of Spring; Perséphone, Michael Tilson Thomas, conductor (RCA Victor Red Seal) |
| Orchestral: | Stravinsky: Firebird; The Rite of Spring; Perséphone, Michael Tilson Thomas, conductor (Deutsche Grammophon) |
| Opera: | Stravinsky: The Rake's Progress, John Eliot Gardiner, conductor (Deutsche Grammophon) |
| Choral: | Britten: War Requiem, Robert Shafer, conductor (The Washington Chorus) |
| Instrumental Soloist with Orchestra: | Prokofiev: Piano Cons. Nos. 1 and 3/Bartók: Piano Con. No. 3, Martha Argerich, piano; Charles Dutoit, conductor |
| Instrumental Soloist without Orchestra: | Shostakovich: 24 Preludes and Fugues, Op. 87, Vladimir Ashkenazy, piano |
| Chamber Music: | Beethoven: The Violin Sonatas (Nos. 1–3, Op. 12; Nos. 1–3, Op. 30; “Spring” Sonata, Etc.), Anne-Sophie Mutter, violin; Lambert Orkis, piano |
| Small Ensemble Performance (with or without Conductor): | “Colors of Love (Works of Thomas, Stucky, Tavener, Rands, Etc.),” Chanticleer; Joseph Jennings, conductor |
| Classical Vocal: | Mahler: Des Knaben Wunderhorn, Thomas Quasthoff, baritone; Anne Sofie von Otter, mezzo soprano |
| Classical Contemporary Composition: | Boulez: Répons, Pierre Boulez, composer |
| Classical Crossover Album: | “Schickele: Hornsmoke (Piano Con. No. 2 in F Maj. “Ole”; Brass Calendar; Hornsmoke—A Horse Opera),” The Chestnut Brass Co.; Peter Schickele, piano and narrator |
| Music Video, Short Form: | “Freak on a Leash,”(Korn), Jonathan Dayton, Valerie Faris, Todd McFarlane, and Graham Morris, video directors |
| Music Video, Long Form: | Band of Gypsys—Live at Fillmore East (Jimi Hendrix), Bob Smeaton, video director |
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