1999 Source Awards

The 1999 Source Awards was held at the Pantages Theatre in Hollywood, Los Angeles, California on August 18, 1999.

Winners were picked by editors of The Source magazine, based on music released between April 1, 1998, and March 31, 1999. It was broadcast on the UPN network on August 20, 1999.

Winners and nominees
Winners are in bold text.

Artist of the Year (group)

 * Outkast
 * A Tribe Called Quest
 * Gang Starr
 * Goodie Mob
 * The Roots

Artist of the Year (solo)

 * DMX
 * Jay-Z
 * Master P
 * Snoop Dogg

New Artist of the Year (solo)

 * Lauryn Hill
 * Big Pun
 * Eminem
 * Juvenile
 * Noreaga

Rap Album of the Year

 * Lauryn Hill – The Miseducation of Lauryn Hill
 * DMX – It's Dark and Hell Is Hot
 * 8Ball – Lost
 * Jay-Z – Vol. 2... Hard Knock Life
 * Master P – MP da Last Don
 * Outkast – Aquemini

Single of the Year

 * Juvenile – "Ha"
 * Big Pun featuring Fat Joe – "Still Not a Player"
 * Jayo Felony featuring DMX and Method Man – "Whatcha Gonna Do?"
 * Jay-Z featuring Ja Rule and Amil – "Can I Get A..."
 * Jermaine Dupri featuring Jay-Z – "Money Ain't a Thang"
 * Silkk the Shocker featuring Mystikal – "It Ain't My Fault"

Live Performer of the Year (group or solo)

 * DMX
 * Busta Rhymes
 * Method Man & Redman
 * Outkast
 * The Roots

Video of the Year

 * Busta Rhymes featuring Janet Jackson – "What's It Gonna Be?!"
 * Busta Rhymes – "Turn It Up (Remix) / Fire It Up"
 * Made Men featuring Master P – "Is It You? (Déjà Vu)"
 * Redman – "I'll Bee Dat!"
 * Xzibit – "What U See Is What U Get"

Lifetime Achievement Award

 * Russell Simmons

Pioneer Award

 * DJ Kool Herc
 * Afrika Bambaataa
 * Grandmaster Flash