Masters · 1999-04-19 · draw of 56
Monte Carlo Masters 1999
ClayFinal
| 🇧🇷 Gustavo Kuerten | d. | 🇨🇱 Marcelo Rios | 6-4 2-1 RET | H2H |
Semifinals
| 🇧🇷 Gustavo Kuerten | d. | 🇪🇸 Felix Mantilla | 3-6 6-3 6-4 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇫🇷 Jerome Golmard | 6-4 3-6 6-2 | H2H |
Quarterfinals
| 🇪🇸 Felix Mantilla | d. | 🇪🇸 Albert Costa | 6-4 6-7(2) 7-6(4) | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇺🇸 Vincent Spadea | 6-3 6-3 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇦🇺 Mark Philippoussis | 6-2 6-7(2) 6-4 | H2H |
| 🇫🇷 Jerome Golmard | d. | 🇪🇸 Carlos Moya | 6-7(5) 6-3 6-0 | H2H |
Round of 16
| 🇪🇸 Felix Mantilla | d. | 🇭🇷 Ivan Ljubicic | 6-2 6-2 | H2H |
| 🇪🇸 Albert Costa | d. | 🇨🇿 Jiri Novak | 4-6 6-2 6-4 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇧🇷 Fernando Meligeni | 6-2 7-6(2) | H2H |
| 🇺🇸 Vincent Spadea | d. | 🇪🇸 Francisco Clavet | 6-3 2-6 6-3 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇲🇦 Hicham Arazi | 6-3 6-3 | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇫🇷 Sebastien Grosjean | 4-6 7-6(5) 6-2 | H2H |
| 🇫🇷 Jerome Golmard | d. | 🇫🇷 Arnaud Di Pasquale | 6-1 6-4 | H2H |
| 🇪🇸 Carlos Moya | d. | 🇲🇦 Karim Alami | 6-4 6-1 | H2H |
Round of 32
| 🇭🇷 Ivan Ljubicic | d. | 🇷🇺 Yevgeny Kafelnikov | 6-1 6-2 | H2H |
| 🇪🇸 Felix Mantilla | d. | 🇪🇨 Nicolas Lapentti | 7-5 7-6(4) | H2H |
| 🇪🇸 Albert Costa | d. | 🇳🇱 John van Lottum | 6-2 6-3 | H2H |
| 🇨🇿 Jiri Novak | d. | 🇬🇧 Greg Rusedski | 6-2 6-2 | H2H |
| 🇧🇷 Fernando Meligeni | d. | 🇬🇧 Tim Henman | 6-7(5) 6-4 7-5 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇨🇿 Bohdan Ulihrach | 6-7(5) 6-2 6-4 | H2H |
| 🇪🇸 Francisco Clavet | d. | 🇸🇪 Thomas Enqvist | 6-2 6-0 | H2H |
| 🇺🇸 Vincent Spadea | d. | 🇸🇰 Karol Kucera | 6-4 6-3 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇷🇴 Andrei Pavel | 0-6 6-4 7-6(6) | H2H |
| 🇲🇦 Hicham Arazi | d. | 🇦🇷 Mariano Puerta | 6-1 6-4 | H2H |
| 🇫🇷 Sebastien Grosjean | d. | 🇩🇪 Tommy Haas | 7-5 6-2 | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇵🇾 Ramon Delgado | 7-6(4) 6-4 | H2H |
| 🇫🇷 Arnaud Di Pasquale | d. | 🇮🇹 Vincenzo Santopadre | 6-3 7-6(4) | H2H |
| 🇫🇷 Jerome Golmard | d. | 🇩🇪 Boris Becker | W/O | H2H |
| 🇲🇦 Karim Alami | d. | 🇦🇹 Thomas Muster | 6-3 6-3 | H2H |
| 🇪🇸 Carlos Moya | d. | 🇷🇴 Dinu Pescariu | 3-6 6-3 6-4 | H2H |