Michael Schumacher won the San Marino Grand Prix 1999 at Autodromo Enzo e Dino Ferrari on 2 May 1999, starting from P3 on the grid. David Coulthard finished second for McLaren, with Rubens Barrichello completing the podium for Stewart.
| Pos | Grid | Driver | Team | Laps | Time / Status | Pts | FL |
|---|---|---|---|---|---|---|---|
| 1 | 3 | Michael SchumacherMSC | Ferrari | 62 | 1:33:44.792 | 10 | |
| 2 | 2 | David CoulthardCOU | McLaren | 62 | +4.265 | 6 | |
| 3 | 6 | Rubens BarrichelloBAR | Stewart | 61 | +1 Lap | 4 | |
| 4 | 8 | Damon HillHIL | Jordan | 61 | +1 Lap | 3 | |
| 5 | 16 | Giancarlo FisichellaFIS | Benetton | 61 | +1 Lap | 2 | |
| 6 | 13 | Jean AlesiALE | Sauber | 61 | +1 Lap | 1 | |
| 7 | 19 | Mika SaloSAL | BAR | 59 | +3 Laps | 0 | |
| 8 | 22 | Luca BadoerBAD | Minardi | 59 | +3 Laps | 0 | |
| 9 | 21 | Marc GenéGEN | Minardi | 59 | +3 Laps | 0 | |
| 10 | 12 | Johnny HerbertHER | Stewart | 58 | Engine | 0 | |
| 11 | 10 | Alessandro ZanardiZAN | Williams | 58 | Spun off | 0 | |
| R | 15 | Pedro DinizDIN | Sauber | 49 | Spun off | 0 | |
| R | 11 | Olivier PanisPAN | Prost | 48 | Throttle | 0 | |
| R | 4 | Eddie IrvineIRV | Ferrari | 46 | Engine | 0 | |
| R | 7 | Heinz-Harald FrentzenFRE | Jordan | 46 | Spun off | 0 | |
| R | 20 | Toranosuke TakagiTAK | Arrows | 29 | Fuel pressure | 0 | |
| R | 9 | Ralf SchumacherSCH | Williams | 28 | Throttle | 0 | |
| R | 1 | Mika HäkkinenHKK | McLaren | 17 | Spun off | 0 | |
| R | 18 | Pedro de la RosaDLR | Arrows | 5 | Spun off | 0 | |
| R | 17 | Alexander WurzWUR | Benetton | 5 | Spun off | 0 | |
| R | 14 | Jacques VilleneuveVIL | BAR | 0 | Gearbox | 0 | |
| R | 5 | Jarno TrulliTRU | Prost | 0 | Spun off | 0 |
| Pos | Driver | Team | Q1 | Q2 | Q3 |
|---|---|---|---|---|---|
| 1 | Mika Häkkinen | McLaren | 1:26.362 | - | - |
| 2 | David Coulthard | McLaren | 1:26.384 | - | - |
| 3 | Michael Schumacher | Ferrari | 1:26.538 | - | - |
| 4 | Eddie Irvine | Ferrari | 1:26.993 | - | - |
| 5 | Jacques Villeneuve | BAR | 1:27.313 | - | - |
| 6 | Rubens Barrichello | Stewart | 1:27.409 | - | - |
| 7 | Heinz-Harald Frentzen | Jordan | 1:27.613 | - | - |
| 8 | Damon Hill | Jordan | 1:27.708 | - | - |
| 9 | Ralf Schumacher | Williams | 1:27.770 | - | - |
| 10 | Alessandro Zanardi | Williams | 1:28.142 | - | - |
| 11 | Olivier Panis | Prost | 1:28.205 | - | - |
| 12 | Johnny Herbert | Stewart | 1:28.246 | - | - |
| 13 | Jean Alesi | Sauber | 1:28.253 | - | - |
| 14 | Jarno Trulli | Prost | 1:28.403 | - | - |
| 15 | Pedro Diniz | Sauber | 1:28.599 | - | - |
| 16 | Giancarlo Fisichella | Benetton | 1:28.750 | - | - |
| 17 | Alexander Wurz | Benetton | 1:28.765 | - | - |
| 18 | Pedro de la Rosa | Arrows | 1:29.293 | - | - |
| 19 | Mika Salo | BAR | 1:29.451 | - | - |
| 20 | Toranosuke Takagi | Arrows | 1:29.656 | - | - |
| 21 | Marc Gené | Minardi | 1:30.035 | - | - |
| 22 | Luca Badoer | Minardi | 1:30.945 | - | - |