| Overview | Grid | Race Entries |
| Race | Qualifying |
| Race Name: | LVII Grand Prix Automobile de Monaco |
| Track: | Circuit de Monaco |
| Round: | 4 of 16 |
| Race date: | Sunday, May 16th, 1999 |
| Race time: | 14.00 |
| 1st | 2nd | 3rd | |
| Driver | Michael Schumacher | Eddie Irvine | Mika Häkkinen |
| Constructor | Ferrari | Ferrari | McLaren-Mercedes |
| Car | Ferrari F399 | Ferrari F399 | McLaren MP4/14 |
| Engine | Ferrari 048 | Ferrari 048 | Mercedes FO 110H |
| Tyre | Bridgestone | Bridgestone | Bridgestone |
| Time | 1:49:31.812 | 1:50:02.288 | 1:50:09.295 |
| Gap | 30.476 secs | 37.483 secs |
| P | No. | Driver | Qual | Race | Total | |
| 1 | 1 | Mika Häkkinen McLaren-Mercedes | 1:20.547 0 | 1:22.259 78 | 1:20.547 78 | |
| 2 | 3 | Michael Schumacher Ferrari | 1:20.611 0 | 1:22.288 78 | 1:20.611 78 | |
| 3 | 2 | David Coulthard McLaren-Mercedes | 1:20.956 0 | 1:22.883 36 | 1:20.956 36 | |
| 4 | 4 | Eddie Irvine Ferrari | 1:21.011 0 | 1:22.572 78 | 1:21.011 78 | |
| 5 | 16 | Rubens Barrichello Stewart-Ford Cosworth | 1:21.530 0 | 1:23.583 71 | 1:21.530 71 | |
| 6 | 8 | Heinz-Harald Frentzen Jordan-Mugen Honda | 1:21.556 0 | 1:22.471 78 | 1:21.556 78 | |
| 7 | 19 | Jarno Trulli Prost-Peugeot | 1:21.769 0 | 1:23.646 77 | 1:21.769 77 | |
| 8 | 22 | Jacques Villeneuve BAR-Supertec | 1:21.827 0 | 1:23.537 32 | 1:21.827 32 | |
| 9 | 9 | Giancarlo Fisichella Benetton-Playlife | 1:21.938 0 | 1:23.473 77 | 1:21.938 77 | |
| 10 | 10 | Alex Wurz Benetton-Playlife | 1:21.968 0 | 1:23.236 77 | 1:21.968 77 | |
| 11 | 5 | Alex Zanardi Williams-Supertec | 1:22.152 0 | 1:23.294 76 | 1:22.152 76 | |
| 12 | 23 | Mika Salo BAR-Supertec | 1:22.241 0 | 1:24.787 36 | 1:22.241 36 | |
| 13 | 17 | Johnny Herbert Stewart-Ford Cosworth | 1:22.248 0 | 1:24.919 32 | 1:22.248 32 | |
| 14 | 11 | Jean Alesi Sauber-Petronas | 1:22.354 0 | 1:23.417 50 | 1:22.354 50 | |
| 15 | 12 | Pedro Diniz Sauber-Petronas | 1:22.659 0 | 1:22.637 49 | 1:22.637 49 | |
| 16 | 6 | Ralf Schumacher Williams-Supertec | 1:22.719 0 | 1:22.837 54 | 1:22.719 54 | |
| 17 | 7 | Damon Hill Jordan-Mugen Honda | 1:22.832 0 | 1:28.848 3 | 1:22.832 3 | |
| 18 | 18 | Olivier Panis Prost-Peugeot | 1:22.916 0 | 1:24.480 40 | 1:22.916 40 | |
| 19 | 15 | Tora Takagi Arrows | 1:23.290 0 | 1:26.482 36 | 1:23.290 36 | |
| 20 | 20 | Luca Badoer Minardi-Ford Cosworth | 1:23.765 0 | 1:28.691 10 | 1:23.765 10 | |
| 21 | 14 | Pedro de la Rosa Arrows | 1:24.260 0 | 1:26.914 30 | 1:24.260 30 | |
| 22 | 21 | Marc Gené Minardi-Ford Cosworth | 1:24.914 0 | 1:26.864 24 | 1:24.914 24 |