November 2, 1999 Consolidated Municipal Election
Registered 453,151
| Ballots Cast | Percentage | |
| Voter Turnout | 203,674 | 44.95% |
| Vote by Mail | 52,227 | 25.64% |
| Election Day | 151,447 | 74.36% |
| Mayor | Ballots Cast | Percentage |
| WILLIE LEWIS BROWN, JR. | 75,732 | 38.90% |
| TOM AMMIANO | 49,384 | 25.37% |
| FRANK M. JORDAN | 32,893 | 16.90% |
| CLINT REILLY | 24,322 | 12.49% |
| MARTIN LEE ENG | 2,232 | 1.15% |
| LUCRECIA BERMUDEZ | 1,709 | 0.88% |
| CESAR ASCARRUNZ | 1,578 | 0.81% |
| JIM REID | 1,502 | 0.77% |
| JOEL VENTRESCA | 1379 | 0.71% |
| DAVID J. MARTZ | 949 | 0.49% |
| MARK "SUPERBOOTY" O HARA | 919 | 0.47% |
| A. D. WYATT NORTON | 765 | 0.39% |
| MAX WOOD | 511 | 0.26% |
| WILLIAM FELZER | 494 | 0.25% |
| J. R. MANUEL | 277 | 0.14% |
| STEVE WHYTE | 8 | 0.00% |
| LARRY J. EDMOND | 7 | 0.00% |
| ANATOLE GHIO | 4 | 0.00% |
| District Attorney | Ballots Cast | Percentage |
| TERENCE HALLINAN | 68,424 | 38.22% |
| BILL FAZIO | 67,145 | 37.51% |
| MATT GONZALEZ | 20,153 | 11.26% |
| STEVE CASTLEMAN | 17,677 | 9.87% |
| MIKE SCHAEFER | 5,614 | 3.14% |
| Sheriff | Ballots Cast | Percentage |
| MICHAEL HENNESSEY | 131,105 | 64.37% |
| Local Proposition A: LAGUNA HONDA PROJECT | Ballots Cast | Percentage |
| Yes | 139,210 | 73.26% |
| No | 50,809 | 26.74% |
| Local Proposition B: FIREFIGHTER/POLICE RETIREMENT BENEFITS | Ballots Cast | Percentage |
| Yes | 127,897 | 71.40% |
| No | 51,183 | 28.50% |
| Local Proposition C: SUPERVISORIAL DISTRICT BOUNDARIES | Ballots Cast | Percentage |
| Yes | 123,196 | 71.80% |
| No | 48,263 | 28.10% |
| Local Proposition D: SICK LEAVE/VACATION CREDIT TRANSFERS | Ballots Cast | Percentage |
| Yes | 138,672 | 75.80% |
| No | 44,246 | 24.10% |
| Local Proposition E: MUNICIPAL TRANSPORTATION AGENCY | Ballots Cast | Percentage |
| Yes | 110,079 | 61.00% |
| No | 70,113 | 38.90% |
| Local Proposition F: ATM FEES | Ballots Cast | Percentage |
| Yes | 124,615 | 66.40% |
| No | 62,978 | 33.50% |
| Local Proposition G: SUNSHINE ORDINANCE AMENDMENT | Ballots Cast | Percentage |
| Yes | 97,156 | 58.40% |
| No | 69,086 | 41.50% |
| Local Proposition H: DOWNTOWN CALTRAIN STATION | Ballots Cast | Percentage |
| Yes | 123,623 | 69.30% |
| No | 54,751 | 30.60% |
| Local Proposition I: OCTAVIA BOULEVARD PLAN | Ballots Cast | Percentage |
| Yes | 97,386 | 54.30% |
| No | 81,823 | 45.60% |
| Local Proposition J: CENTRAL FREEWAY REPLACEMENT | Ballots Cast | Percentage |
| Yes | 86,236 | 47.30% |
| No | 95,831 | 52.60% |
| Local Proposition K: CAMPAIGN EXPENDITURE LIMIT | Ballots Cast | Percentage |
| Yes | 140,882 | 79.80% |
| No | 35,655 | 20.10% |
