Masters · 1999-05-10 · draw of 64
Rome Masters 1999
ClayFinal
| 🇧🇷 Gustavo Kuerten | d. | 🇦🇺 Patrick Rafter | 6-4 7-5 7-6(6) | H2H |
Semifinals
| 🇦🇺 Patrick Rafter | d. | 🇪🇸 Felix Mantilla | 6-3 7-5 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇪🇸 Alex Corretja | 6-4 6-2 | H2H |
Quarterfinals
| 🇪🇸 Felix Mantilla | d. | 🇩🇪 David Prinosil | 6-2 6-4 | H2H |
| 🇦🇺 Patrick Rafter | d. | 🇪🇨 Nicolas Lapentti | 4-6 7-5 6-1 | H2H |
| 🇪🇸 Alex Corretja | d. | 🇦🇷 Franco Squillari | 5-7 7-6(4) 7-5 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇸🇰 Karol Kucera | 3-6 6-4 7-5 | H2H |
Round of 16
| 🇪🇸 Felix Mantilla | d. | 🇧🇷 Fernando Meligeni | 6-2 6-3 | H2H |
| 🇩🇪 David Prinosil | d. | 🇮🇹 Andrea Gaudenzi | 7-5 6-3 | H2H |
| 🇦🇺 Patrick Rafter | d. | 🇺🇸 Andre Agassi | 6-1 7-6(4) | H2H |
| 🇪🇨 Nicolas Lapentti | d. | 🇩🇪 Nicolas Kiefer | 3-6 7-6(3) 6-3 | H2H |
| 🇦🇷 Franco Squillari | d. | 🇪🇸 Carlos Moya | 6-3 7-5 | H2H |
| 🇪🇸 Alex Corretja | d. | 🇫🇷 Fabrice Santoro | 7-6(1) 1-6 6-1 | H2H |
| 🇸🇰 Karol Kucera | d. | 🇬🇧 Tim Henman | 4-6 7-6(5) 6-3 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇷🇺 Yevgeny Kafelnikov | 7-5 6-1 | H2H |
Round of 32
| 🇧🇷 Fernando Meligeni | d. | 🇺🇸 Pete Sampras | 6-3 6-1 | H2H |
| 🇪🇸 Felix Mantilla | d. | 🇸🇰 Dominik Hrbaty | 6-2 4-6 7-5 | H2H |
| 🇮🇹 Andrea Gaudenzi | d. | 🇺🇸 Vincent Spadea | 1-6 6-2 6-3 | H2H |
| 🇩🇪 David Prinosil | d. | 🇦🇺 Jason Stoltenberg | 6-3 6-0 | H2H |
| 🇦🇺 Patrick Rafter | d. | 🇦🇷 Gaston Gaudio | 6-2 6-3 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇪🇸 Alberto Berasategui | 6-1 6-2 | H2H |
| 🇪🇨 Nicolas Lapentti | d. | 🇬🇧 Greg Rusedski | 6-3 6-3 | H2H |
| 🇩🇪 Nicolas Kiefer | d. | 🇳🇱 Richard Krajicek | 6-3 6-2 | H2H |
| 🇪🇸 Carlos Moya | d. | 🇫🇷 Arnaud Clement | 6-2 6-1 | H2H |
| 🇦🇷 Franco Squillari | d. | 🇮🇹 Davide Sanguinetti | 6-7(4) 7-6(4) 6-3 | H2H |
| 🇫🇷 Fabrice Santoro | d. | 🇿🇦 Wayne Ferreira | 4-6 6-3 6-3 | H2H |
| 🇪🇸 Alex Corretja | d. | 🇲🇦 Hicham Arazi | 6-3 6-3 | H2H |
| 🇬🇧 Tim Henman | d. | 🇳🇱 Jan Siemerink | 7-5 7-5 | H2H |
| 🇸🇰 Karol Kucera | d. | 🇺🇸 Michael Chang | 7-5 6-3 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇪🇸 Francisco Clavet | 6-3 6-3 | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇷🇺 Marat Safin | 6-1 6-2 | H2H |