ATP 250 · 1999-08-23 · draw of 32
Long Island 1999
HardFinal
| 🇸🇪 Magnus Norman | d. | 🇪🇸 Alex Corretja | 7-6(4) 4-6 6-3 | H2H |
Semifinals
| 🇪🇸 Alex Corretja | d. | 🇨🇿 Daniel Vacek | 6-4 6-1 | H2H |
| 🇸🇪 Magnus Norman | d. | 🇦🇺 Jason Stoltenberg | 7-6(3) 6-7(0) 6-3 | H2H |
Quarterfinals
| 🇪🇸 Alex Corretja | d. | 🇸🇪 Thomas Enqvist | 7-6(8) 2-6 7-6(1) | H2H |
| 🇨🇿 Daniel Vacek | d. | 🇨🇿 Bohdan Ulihrach | 6-2 6-3 | H2H |
| 🇦🇺 Jason Stoltenberg | d. | 🇸🇪 Thomas Johansson | W/O | H2H |
| 🇸🇪 Magnus Norman | d. | 🇷🇺 Yevgeny Kafelnikov | 3-6 6-3 6-1 | H2H |
Round of 16
| 🇪🇸 Alex Corretja | d. | 🇨🇿 Martin Damm | 6-1 3-6 6-0 | H2H |
| 🇸🇪 Thomas Enqvist | d. | 🇭🇷 Goran Ivanisevic | 6-4 6-2 | H2H |
| 🇨🇿 Daniel Vacek | d. | 🇳🇴 Christian Ruud | 6-3 6-3 | H2H |
| 🇨🇿 Bohdan Ulihrach | d. | 🇳🇱 Richard Krajicek | 6-3 6-4 | H2H |
| 🇸🇪 Thomas Johansson | d. | 🇲🇦 Younes El Aynaoui | 6-4 7-6(3) | H2H |
| 🇦🇺 Jason Stoltenberg | d. | 🇧🇷 Fernando Meligeni | 6-4 6-1 | H2H |
| 🇸🇪 Magnus Norman | d. | 🇦🇷 Mariano Puerta | 6-3 6-3 | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇫🇷 Fabrice Santoro | 7-6(6) 6-0 | H2H |
Round of 32
| 🇪🇸 Alex Corretja | d. | 🇨🇭 Marc Rosset | 6-7(4) 6-3 6-4 | H2H |
| 🇨🇿 Martin Damm | d. | 🇺🇦 Andrei Medvedev | 6-1 6-4 | H2H |
| 🇭🇷 Goran Ivanisevic | d. | 🇫🇷 Arnaud Di Pasquale | 6-2 6-3 | H2H |
| 🇸🇪 Thomas Enqvist | d. | 🇸🇪 Magnus Larsson | 4-6 7-6(3) 6-1 | H2H |
| 🇨🇿 Daniel Vacek | d. | 🇺🇸 Kevin Kim | 6-4 6-2 | H2H |
| 🇳🇴 Christian Ruud | d. | 🇳🇱 Jan Siemerink | 6-3 6-3 | H2H |
| 🇨🇿 Bohdan Ulihrach | d. | 🇨🇿 Jiri Novak | 1-6 6-3 6-2 | H2H |
| 🇳🇱 Richard Krajicek | d. | 🇺🇸 Jan-Michael Gambill | 6-4 6-3 | H2H |
| 🇸🇪 Thomas Johansson | d. | 🇦🇷 Mariano Zabaleta | 5-7 6-4 6-3 | H2H |
| 🇲🇦 Younes El Aynaoui | d. | 🇪🇸 Francisco Clavet | 7-5 6-1 | H2H |
| 🇦🇺 Jason Stoltenberg | d. | 🇪🇸 Fernando Vicente | 6-2 6-4 | H2H |
| 🇧🇷 Fernando Meligeni | d. | 🇪🇸 Carlos Moya | 6-7(1) 7-6(2) 6-3 | H2H |
| 🇦🇷 Mariano Puerta | d. | 🇪🇸 Albert Costa | 6-4 6-1 | H2H |
| 🇸🇪 Magnus Norman | d. | 🇦🇹 Stefan Koubek | 6-4 6-2 | H2H |
| 🇫🇷 Fabrice Santoro | d. | 🇩🇪 Bernd Karbacher | 3-6 6-3 7-6(4) | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇵🇭 Eric Taino | 6-3 6-4 | H2H |