Masters · 1999-08-09 · draw of 56
Cincinnati Masters 1999
HardFinal
| 🇺🇸 Pete Sampras | d. | 🇦🇺 Patrick Rafter | 7-6(7) 6-3 | H2H |
Semifinals
| 🇦🇺 Patrick Rafter | d. | 🇷🇺 Yevgeny Kafelnikov | 6-4 6-2 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇺🇸 Andre Agassi | 7-6(7) 6-4 | H2H |
Quarterfinals
| 🇦🇺 Patrick Rafter | d. | 🇺🇸 Michael Chang | 6-2 6-1 | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇬🇧 Tim Henman | 7-5 7-5 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇧🇷 Gustavo Kuerten | 6-2 7-6(10) | H2H |
| 🇺🇸 Pete Sampras | d. | 🇳🇱 Richard Krajicek | 6-4 6-2 | H2H |
Round of 16
| 🇦🇺 Patrick Rafter | d. | 🇪🇨 Nicolas Lapentti | 6-2 6-3 | H2H |
| 🇺🇸 Michael Chang | d. | 🇫🇷 Cedric Pioline | 6-1 6-4 | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇺🇸 Chris Woodruff | 6-4 6-4 | H2H |
| 🇬🇧 Tim Henman | d. | 🇩🇪 Nicolas Kiefer | 6-4 6-1 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇩🇪 Tommy Haas | 7-5 7-5 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇨🇿 Jiri Novak | 7-6(3) 7-6(5) | H2H |
| 🇳🇱 Richard Krajicek | d. | 🇺🇸 Justin Gimelstob | 6-4 6-2 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇩🇪 Rainer Schuettler | 7-5 7-6(2) | H2H |
Round of 32
| 🇦🇺 Patrick Rafter | d. | 🇨🇿 Daniel Vacek | 7-6(3) 6-3 | H2H |
| 🇪🇨 Nicolas Lapentti | d. | 🇺🇸 Jan-Michael Gambill | 6-0 7-6(3) | H2H |
| 🇫🇷 Cedric Pioline | d. | 🇺🇸 Jim Courier | 6-7(5) 7-6(4) 2-0 RET | H2H |
| 🇺🇸 Michael Chang | d. | 🇪🇸 Alex Corretja | 6-3 6-7(5) 6-2 | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇸🇪 Jonas Bjorkman | 6-1 6-4 | H2H |
| 🇺🇸 Chris Woodruff | d. | 🇸🇪 Thomas Enqvist | 6-1 7-5 | H2H |
| 🇩🇪 Nicolas Kiefer | d. | 🇺🇸 Paul Goldstein | 2-6 6-4 7-6(10) | H2H |
| 🇬🇧 Tim Henman | d. | 🇳🇱 John van Lottum | 6-2 6-1 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇪🇸 Alberto Martin | 6-2 6-3 | H2H |
| 🇩🇪 Tommy Haas | d. | 🇫🇷 Fabrice Santoro | 6-0 6-7(1) 6-3 | H2H |
| 🇨🇿 Jiri Novak | d. | 🇪🇸 Albert Costa | 7-6(3) 7-6(6) | H2H |
| 🇺🇸 Andre Agassi | d. | 🇫🇷 Arnaud Di Pasquale | 6-4 6-1 | H2H |
| 🇳🇱 Richard Krajicek | d. | 🇭🇷 Ivan Ljubicic | 6-1 6-3 | H2H |
| 🇺🇸 Justin Gimelstob | d. | 🇺🇸 Todd Martin | 6-4 6-4 | H2H |
| 🇩🇪 Rainer Schuettler | d. | 🇸🇪 Magnus Larsson | 7-5 7-6(5) | H2H |
| 🇺🇸 Pete Sampras | d. | 🇳🇱 Jan Siemerink | 7-6(9) 6-4 | H2H |