R&B number-one hits of 1999 (USA); reduce utility bills
These are the Billboard magazine R&B singles chart number one hits of 1999:
See also: 1999 in music, List of number-one R&B hits (United States)
| Issue Date | Song | Artist |
| January 2 | Nobody’s Supposed to Be Here | Deborah Cox |
| January 9 | Nobody’s Supposed to Be Here | Deborah Cox |
| January 16 | Nobody’s Supposed to Be Here | Deborah Cox |
| January 23 | Nobody’s Supposed to Be Here | Deborah Cox |
| January 30 | Nobody’s Supposed to Be Here | Deborah Cox |
| February 6 | Nobody’s Supposed to Be Here | Deborah Cox |
| February 13 | Heartbreak Hotel | Whitney Houston featuring Faith Evans and Kelly Price |
| February 20 | Heartbreak Hotel | Whitney Houston featuring Faith Evans and Kelly Price |
| February 27 | Heartbreak Hotel | Whitney Houston featuring Faith Evans and Kelly Price |
| March 6 | Heartbreak Hotel | Whitney Houston featuring Faith Evans and Kelly Price |
| March 13 | Heartbreak Hotel | Whitney Houston featuring Faith Evans and Kelly Price |
| March 20 | Heartbreak Hotel | Whitney Houston featuring Faith Evans and Kelly Price |
| March 27 | Heartbreak Hotel | Whitney Houston featuring Faith Evans and Kelly Price |
| April 3 | What’s It Gonna Be?! | Busta Rhymes featuring Janet |
| April 10 | No Scrubs | TLC |
| April 17 | No Scrubs | TLC |
| April 24 | No Scrubs | TLC |
| May 1 | No Scrubs | TLC |
| May 8 | No Scrubs | TLC |
| May 15 | Fortunate | Maxwell |
| May 22 | Fortunate | Maxwell |
| May 29 | Fortunate | Maxwell |
| June 5 | Fortunate | Maxwell |
| June 12 | Fortunate | Maxwell |
| June 19 | Fortunate | Maxwell |
| June 26 | Fortunate | Maxwell |
| July 3 | Fortunate | Maxwell |
| July 10 | Bills, Bills, Bills | Destiny’s Child |
| July 17 | Bills, Bills, Bills | Destiny’s Child |
| July 24 | Bills, Bills, Bills | Destiny’s Child |
| July 31 | Bills, Bills, Bills | Destiny’s Child |
| August 7 | Bills, Bills, Bills | Destiny’s Child |
| August 14 | Bills, Bills, Bills | Destiny’s Child |
| August 21 | Bills, Bills, Bills | Destiny’s Child |
| August 28 | Bills, Bills, Bills | Destiny’s Child |
| September 4 | Bills, Bills, Bills | Destiny’s Child |
| September 11 | Never Gonna Let You Go | Faith Evans |
| September 18 | Spend My Life with You | Eric Benet featuring Tamia |
| September 18 | Spend My Life with You | Eric Benet featuring Tamia |
| September 25 | Spend My Life with You | Eric Benet featuring Tamia |
| October 2 | We Can’t Be Friends | Deborah Cox featuring R.L. |
| October 9 | Heartbreaker | Mariah Carey featuring Jay-Z |
| October 16 | Heartbreaker | Mariah Carey featuring Jay-Z |
| October 23 | We Can’t Be Friends | Deborah Cox featuring R.L. |
| October 30 | Satisfy You | Puff Daddy featuring R. Kelly |
| November 6 | Satisfy You | Puff Daddy featuring R. Kelly |
| November 13 | U Know What’s Up | Donell Jones |
| November 20 | U Know What’s Up | Donell Jones |
| November 27 | U Know What’s Up | Donell Jones |
| December 4 | U Know What’s Up | Donell Jones |
| December 11 | U Know What’s Up | Donell Jones |
| December 18 | U Know What’s Up | Donell Jones |
| December 25 | U Know What’s Up | Donell Jones |