Tour · 1999-09-27 · draw of 12
Grand Slam Cup 1999
HardFinal
| 🇬🇧 Greg Rusedski | d. | 🇩🇪 Tommy Haas | 6-3 6-4 6-7(5) 7-6(5) | H2H |
Semifinals
| 🇬🇧 Greg Rusedski | d. | 🇺🇦 Andrei Medvedev | 6-3 3-6 7-6(1) 7-5 | H2H |
| 🇩🇪 Tommy Haas | d. | 🇸🇪 Thomas Enqvist | 6-3 6-4 6-7(4) 6-4 | H2H |
Quarterfinals
| 🇬🇧 Greg Rusedski | d. | 🇷🇺 Yevgeny Kafelnikov | 7-5 7-6(6) | H2H |
| 🇺🇦 Andrei Medvedev | d. | 🇳🇱 Richard Krajicek | 7-6(5) 6-4 | H2H |
| 🇸🇪 Thomas Enqvist | d. | 🇪🇨 Nicolas Lapentti | 6-3 6-2 | H2H |
| 🇩🇪 Tommy Haas | d. | 🇺🇸 Andre Agassi | 6-0 6-7(2) 6-4 | H2H |
Round of 16
| 🇬🇧 Greg Rusedski | d. | 🇧🇷 Gustavo Kuerten | 6-3 3-6 6-3 | H2H |
| 🇳🇱 Richard Krajicek | d. | 🇺🇸 Vincent Spadea | 6-2 7-5 | H2H |
| 🇪🇨 Nicolas Lapentti | d. | 🇧🇷 Fernando Meligeni | 6-4 2-6 16-14 | H2H |
| 🇩🇪 Tommy Haas | d. | 🇸🇰 Dominik Hrbaty | 6-3 6-2 | H2H |