Tour Finals · 1999-11-22 · draw of 8
ATP Tour World Championship 1999
HardFinal
| 🇺🇸 Pete Sampras | d. | 🇺🇸 Andre Agassi | 6-1 7-5 6-4 | H2H |
Semifinals
| 🇺🇸 Andre Agassi | d. | 🇷🇺 Yevgeny Kafelnikov | 6-4 7-6(5) | H2H |
| 🇺🇸 Pete Sampras | d. | 🇩🇪 Nicolas Kiefer | 6-3 6-3 | H2H |
Round robin
| 🇩🇪 Nicolas Kiefer | d. | 🇷🇺 Yevgeny Kafelnikov | 6-1 4-6 6-2 | H2H |
| 🇺🇸 Todd Martin | d. | 🇸🇪 Thomas Enqvist | 6-4 6-1 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇪🇨 Nicolas Lapentti | 7-6(2) 7-6(5) | H2H |
| 🇺🇸 Andre Agassi | d. | 🇧🇷 Gustavo Kuerten | 6-4 7-5 | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇸🇪 Thomas Enqvist | 7-5 3-6 6-4 | H2H |
| 🇩🇪 Nicolas Kiefer | d. | 🇺🇸 Todd Martin | 6-3 6-2 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇺🇸 Pete Sampras | 6-2 6-2 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇪🇨 Nicolas Lapentti | 6-1 6-2 | H2H |
| 🇸🇪 Thomas Enqvist | d. | 🇩🇪 Nicolas Kiefer | 6-4 7-5 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇪🇨 Nicolas Lapentti | 6-1 6-2 | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇺🇸 Todd Martin | 6-4 1-6 6-1 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇧🇷 Gustavo Kuerten | 6-2 6-3 | H2H |