Masters · 1999-03-08 · draw of 56
Indian Wells Masters 1999
HardFinal
| 🇦🇺 Mark Philippoussis | d. | 🇪🇸 Carlos Moya | 5-7 6-4 6-4 4-6 6-2 | H2H |
Semifinals
| 🇪🇸 Carlos Moya | d. | 🇧🇷 Gustavo Kuerten | 6-3 1-6 6-1 | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇺🇸 Chris Woodruff | 6-1 6-2 | H2H |
Quarterfinals
| 🇧🇷 Gustavo Kuerten | d. | 🇳🇱 Richard Krajicek | 6-4 6-4 | H2H |
| 🇪🇸 Carlos Moya | d. | 🇸🇰 Karol Kucera | 6-4 6-4 | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇺🇸 Todd Martin | 3-6 7-5 6-1 | H2H |
| 🇺🇸 Chris Woodruff | d. | 🇬🇧 Tim Henman | 6-1 1-6 7-5 | H2H |
Round of 16
| 🇧🇷 Gustavo Kuerten | d. | 🇳🇱 Sjeng Schalken | 6-2 6-3 | H2H |
| 🇳🇱 Richard Krajicek | d. | 🇳🇱 Jan Siemerink | 6-4 6-4 | H2H |
| 🇪🇸 Carlos Moya | d. | 🇧🇪 Xavier Malisse | 6-4 6-3 | H2H |
| 🇸🇰 Karol Kucera | d. | 🇩🇪 Nicolas Kiefer | 6-4 3-6 6-4 | H2H |
| 🇺🇸 Todd Martin | d. | 🇨🇱 Marcelo Rios | 4-6 6-2 6-2 | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇷🇺 Marat Safin | 6-4 6-3 | H2H |
| 🇬🇧 Tim Henman | d. | 🇬🇧 Greg Rusedski | 6-4 2-6 6-4 | H2H |
| 🇺🇸 Chris Woodruff | d. | 🇪🇸 Felix Mantilla | 7-5 7-5 | H2H |
Round of 32
| 🇧🇷 Gustavo Kuerten | d. | 🇷🇺 Yevgeny Kafelnikov | 0-6 7-6(4) 6-3 | H2H |
| 🇳🇱 Sjeng Schalken | d. | 🇸🇪 Thomas Johansson | 6-3 6-3 | H2H |
| 🇳🇱 Jan Siemerink | d. | 🇧🇷 Fernando Meligeni | 6-4 2-6 6-4 | H2H |
| 🇳🇱 Richard Krajicek | d. | 🇺🇸 Jan-Michael Gambill | 6-7(3) 7-5 7-5 | H2H |
| 🇪🇸 Carlos Moya | d. | 🇺🇸 Jim Courier | 7-6(6) 6-4 | H2H |
| 🇧🇪 Xavier Malisse | d. | 🇭🇷 Goran Ivanisevic | 7-6(9) 6-3 | H2H |
| 🇸🇰 Karol Kucera | d. | 🇦🇺 Lleyton Hewitt | 7-5 6-3 | H2H |
| 🇩🇪 Nicolas Kiefer | d. | 🇦🇺 Patrick Rafter | 7-6(2) 3-6 7-5 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇫🇷 Cedric Pioline | 7-6(3) 6-1 | H2H |
| 🇺🇸 Todd Martin | d. | 🇪🇸 Francisco Clavet | 6-2 3-6 7-6(4) | H2H |
| 🇷🇺 Marat Safin | d. | 🇺🇸 Justin Gimelstob | 6-2 7-6(4) | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇪🇸 Alex Corretja | 4-6 7-5 6-2 | H2H |
| 🇬🇧 Tim Henman | d. | 🇲🇦 Hicham Arazi | 6-3 6-3 | H2H |
| 🇬🇧 Greg Rusedski | d. | 🇦🇺 Scott Draper | 6-3 6-3 | H2H |
| 🇺🇸 Chris Woodruff | d. | 🇳🇱 Paul Haarhuis | 7-6(9) 6-3 | H2H |
| 🇪🇸 Felix Mantilla | d. | 🇺🇸 Pete Sampras | 7-6(6) 3-6 6-3 | H2H |