1999 Soul Train Lady of Soul Awards

The 1999 Soul Train Lady of Soul Awards were held on September 3, 1999, at the Santa Monica Civic Auditorium in Santa Monica, California. Produced by Don Cornelius Productions, the fourth annual awards program was co-hosted by Shemar Moore, Deborah Cox, Monica and Busta Rhymes.

Special awards

Aretha Franklin Award for Entertainer of the Year

'''TLC'''

Lena Horne Award for Outstanding Career Achievement

'''Natalie Cole'''

Winners and nominees

Winners are in bold text.

Best R&B/Soul Single – Solo

Lauryn Hill – "Ex-Factor"

* Chanté Moore – "Chanté's Got a Man"
* Deborah Cox – "Nobody's Supposed To Be Here"
* Monica – "Angel of Mine"

Best R&B/Soul Single – Group, Band or Duo

TLC – "No Scrubs"

* 702 – "Where My Girls At?"
* Brandy and Monica – "The Boy Is Mine"
* Whitney Houston featuring Faith Evans and Kelly Price – "Heartbreak Hotel"

R&B/Soul Album of the Year – Solo

Lauryn Hill – The Miseducation of Lauryn Hill

* Brandy – Never Say Never
* Monica – The Boy Is Mine
* Whitney Houston – ''My Love Is Your Love''

R&B/Soul Album of the Year – Group, Band or Duo

TLC – FanMail

Best R&B/Soul or Rap New Artist

Les Nubians – "Makeda"

* Divine – "Lately"
* Shae Jones – "Talk Show Shhh!"
* Blaque – "808"

Best R&B/Soul or Rap Music Video

Lauryn Hill – "Doo Wop (That Thing)"

Best Gospel Album

CeCe Winans – His Gift

* Trin-i-tee 5:7 – Trin-i-tee 5:7
* Kim Burrell – ''Everlasting Life''

Best Jazz Album

Cassandra Wilson – Traveling Miles

* Nnenna Freelon – Maiden Voyage
* Patricia Barber – Modern Cool
* Shirley Horn – I Remember Miles

R&B/Soul or Rap Song of the Year

Deborah Cox – "Nobody's Supposed to Be Here"

* Lauryn Hill – "Ex-Factor"
* Aaliyah – "Are You That Somebody?"
* Mýa featuring Silkk the Shocker – "Movin' On"