| Election Name: | 1999 San Francisco mayoral election |
| Country: | San Francisco |
| Type: | presidential |
| Ongoing: | no |
| Previous Election: | 1995 San Francisco mayoral election |
| Previous Year: | 1995 |
| Next Election: | 2003 San Francisco mayoral election |
| Next Year: | 2003 |
| Election Date: | |
| 1Blank: | First round vote |
| 2Blank: | First round percentage |
| 3Blank: | Runoff vote |
| 4Blank: | Runoff percentage |
| Image1: | File:WILLIE BROWN Mayor of San Francisco, November 1999 (1).jpg |
| Candidate1: | Willie Brown |
| Party1: | Democratic Party (United States) |
| 1Data1: | 75,732 |
| 2Data1: | 38.90% |
| 3Data1: | 131,983 |
| 4Data1: | 59.61% |
| Candidate2: | Tom Ammiano |
| Party2: | Democratic Party (United States) |
| 1Data2: | 49,384 |
| 2Data2: | 25.37% |
| 3Data2: | 89,428 |
| 4Data2: | 40.39% |
| Image4: | File:Frank JORDAN, October 1999 (1).jpg |
| Candidate4: | Frank Jordan |
| Party4: | Democratic Party (United States) |
| 1Data4: | 32,893 |
| 2Data4: | 16.90% |
| Image5: | 3x4.svg |
| Candidate5: | Clint Reilly |
| Party5: | Independent (United States) |
| 1Data5: | 24,322 |
| 2Data5: | 12.49% |
| Map Size: | 300px |
| Mayor | |
| Posttitle: | Reelected mayor |
| Before Election: | Willie Brown |
| Before Party: | Democratic Party (United States) |
| After Election: | Willie Brown |
| After Party: | Democratic Party (United States) |
| Turnout: | 42.96% 2.56 pp (first-round)[1] [2] 48.84% 5.88 pp (runoff) |
The 1999 San Francisco mayoral election was held on November 2, 1999, with a runoff election held on December 14, 1999. Incumbent mayor Willie Brown won reelection against supervisor and current Assemblyman Tom Ammiano and nine other candidates for a second term as Mayor of San Francisco.
There is a documentary about the election titled See How They Run.[3]