Grand Slam · 1999-06-21 · draw of 128
Wimbledon 1999
GrassFinal
| 🇺🇸 Pete Sampras | d. | 🇺🇸 Andre Agassi | 6-3 6-4 7-5 | H2H |
Semifinals
| 🇺🇸 Andre Agassi | d. | 🇦🇺 Patrick Rafter | 7-5 7-6(5) 6-2 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇬🇧 Tim Henman | 3-6 6-4 6-3 6-4 | H2H |
Quarterfinals
| 🇦🇺 Patrick Rafter | d. | 🇺🇸 Todd Martin | 6-3 6-7(5) 7-6(5) 7-6(3) | H2H |
| 🇺🇸 Andre Agassi | d. | 🇧🇷 Gustavo Kuerten | 6-3 6-4 6-4 | H2H |
| 🇬🇧 Tim Henman | d. | 🇫🇷 Cedric Pioline | 6-4 6-2 4-6 6-3 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇦🇺 Mark Philippoussis | 4-6 2-1 RET | H2H |
Round of 16
| 🇦🇺 Patrick Rafter | d. | 🇩🇪 Boris Becker | 6-3 6-2 6-3 | H2H |
| 🇺🇸 Todd Martin | d. | 🇭🇷 Goran Ivanisevic | 7-6(3) 6-3 6-4 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇦🇺 Wayne Arthurs | 6-7(5) 7-6(5) 6-1 6-4 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇨🇭 Lorenzo Manta | 7-5 6-4 5-7 6-3 | H2H |
| 🇬🇧 Tim Henman | d. | 🇺🇸 Jim Courier | 4-6 7-5 7-5 6-7(5) 9-7 | H2H |
| 🇫🇷 Cedric Pioline | d. | 🇸🇰 Karol Kucera | 6-4 5-7 7-6(5) 4-6 6-3 | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇬🇧 Greg Rusedski | 2-6 7-6(4) 6-3 6-1 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇨🇦 Daniel Nestor | 6-3 6-4 6-2 | H2H |
Round of 32
| 🇦🇺 Patrick Rafter | d. | 🇸🇪 Thomas Enqvist | 7-6(5) 6-2 6-2 | H2H |
| 🇩🇪 Boris Becker | d. | 🇦🇺 Lleyton Hewitt | 6-1 6-4 7-6(5) | H2H |
| 🇭🇷 Goran Ivanisevic | d. | 🇳🇱 Paul Haarhuis | 7-6(2) 6-4 7-6(3) | H2H |
| 🇺🇸 Todd Martin | d. | 🇩🇪 Jens Knippschild | 6-7(5) 6-1 7-6(6) 7-5 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇪🇸 Alberto Martin | 6-2 6-0 2-6 6-3 | H2H |
| 🇦🇺 Wayne Arthurs | d. | 🇩🇪 Tommy Haas | 7-6(6) 7-6(3) 7-6(2) | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇷🇸 Nenad Zimonjic | 6-4 6-4 6-2 | H2H |
| 🇨🇭 Lorenzo Manta | d. | 🇳🇱 Richard Krajicek | 6-3 7-6(5) 4-6 4-6 6-4 | H2H |
| 🇬🇧 Tim Henman | d. | 🇫🇷 Sebastien Grosjean | 6-1 6-7(8) 6-3 6-2 | H2H |
| 🇺🇸 Jim Courier | d. | 🇳🇱 Sjeng Schalken | 7-6(2) 3-6 3-6 7-5 13-11 | H2H |
| 🇸🇰 Karol Kucera | d. | 🇨🇿 Daniel Vacek | 6-1 6-3 3-6 7-6(4) | H2H |
| 🇫🇷 Cedric Pioline | d. | 🇷🇺 Yevgeny Kafelnikov | 3-6 6-4 1-0 RET | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇪🇸 Francisco Clavet | 7-5 6-4 6-4 | H2H |
| 🇬🇧 Greg Rusedski | d. | 🇸🇪 Magnus Norman | 6-3 6-4 7-5 | H2H |
| 🇨🇦 Daniel Nestor | d. | 🇺🇸 Paul Goldstein | 6-3 6-7(3) 6-0 6-7(4) 6-4 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇬🇧 Danny Sapsford | 6-3 6-4 7-5 | H2H |