ATP 250 · 1999-07-26 · draw of 32
Los Angeles 1999
HardFinal
| 🇺🇸 Pete Sampras | d. | 🇺🇸 Andre Agassi | 7-6(3) 7-6(1) | H2H |
Semifinals
| 🇺🇸 Pete Sampras | d. | 🇦🇺 James Sekulov | 6-0 6-2 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇦🇺 Andrew Ilie | 6-4 6-2 | H2H |
Quarterfinals
| 🇺🇸 Pete Sampras | d. | 🇿🇦 Wayne Ferreira | 4-6 6-3 6-3 | H2H |
| 🇦🇺 James Sekulov | d. | 🇺🇸 Michael Chang | 2-6 6-2 6-2 | H2H |
| 🇦🇺 Andrew Ilie | d. | 🇫🇷 Antony Dupuis | 6-7(6) 6-4 6-4 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇦🇺 Lleyton Hewitt | 5-4 RET | H2H |
Round of 16
| 🇺🇸 Pete Sampras | d. | 🇨🇦 Sebastien Lareau | 7-6(5) 6-3 | H2H |
| 🇿🇦 Wayne Ferreira | d. | 🇺🇸 Justin Gimelstob | 5-7 7-5 6-2 | H2H |
| 🇺🇸 Michael Chang | d. | 🇫🇷 Guillaume Raoux | 6-4 6-2 | H2H |
| 🇦🇺 James Sekulov | d. | 🇸🇪 Thomas Enqvist | 6-7(1) 6-4 6-3 | H2H |
| 🇦🇺 Andrew Ilie | d. | 🇭🇷 Goran Ivanisevic | 6-4 6-4 | H2H |
| 🇫🇷 Antony Dupuis | d. | 🇸🇪 Magnus Larsson | W/O | H2H |
| 🇦🇺 Lleyton Hewitt | d. | 🇩🇪 Axel Pretzsch | 6-3 6-1 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇵🇭 Eric Taino | 6-2 6-3 | H2H |
Round of 32
| 🇺🇸 Pete Sampras | d. | 🇺🇸 Phillip King | 6-1 6-2 | H2H |
| 🇨🇦 Sebastien Lareau | d. | 🇺🇸 David Wheaton | 6-4 6-2 | H2H |
| 🇺🇸 Justin Gimelstob | d. | 🇺🇸 Taylor Dent | 6-2 6-2 | H2H |
| 🇿🇦 Wayne Ferreira | d. | 🇺🇸 Geoff Grant | 6-4 7-6(2) | H2H |
| 🇫🇷 Guillaume Raoux | d. | 🇬🇧 Tim Henman | 6-4 7-6(4) | H2H |
| 🇺🇸 Michael Chang | d. | 🇿🇼 Wayne Black | 6-3 6-1 | H2H |
| 🇦🇺 James Sekulov | d. | 🇨🇿 Martin Damm | 7-5 4-6 7-5 | H2H |
| 🇸🇪 Thomas Enqvist | d. | 🇦🇺 Mark Woodforde | 6-3 6-4 | H2H |
| 🇭🇷 Goran Ivanisevic | d. | 🇧🇾 Max Mirnyi | 6-3 6-3 | H2H |
| 🇦🇺 Andrew Ilie | d. | 🇿🇼 Byron Black | 6-4 7-6(8) | H2H |
| 🇫🇷 Antony Dupuis | d. | 🇸🇪 Jonas Bjorkman | 6-4 6-4 | H2H |
| 🇸🇪 Magnus Larsson | d. | 🇹🇭 Paradorn Srichaphan | 6-2 6-1 | H2H |
| 🇦🇺 Lleyton Hewitt | d. | 🇺🇸 Alex O'Brien | 6-3 6-2 | H2H |
| 🇩🇪 Axel Pretzsch | d. | 🇨🇦 Daniel Nestor | 7-6(5) 6-3 | H2H |
| 🇵🇭 Eric Taino | d. | 🇮🇳 Leander Paes | 7-6(4) 6-1 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇺🇸 Jan-Michael Gambill | 6-2 6-2 | H2H |