ATP 250 · 1999-04-05 · draw of 32
Estoril 1999
ClayFinal
| 🇪🇸 Albert Costa | d. | 🇺🇸 Todd Martin | 7-6(4) 2-6 6-3 | H2H |
Semifinals
| 🇺🇸 Todd Martin | d. | 🇨🇱 Marcelo Rios | 6-3 7-6(3) | H2H |
| 🇪🇸 Albert Costa | d. | 🇫🇷 Jerome Golmard | 6-4 6-4 | H2H |
Quarterfinals
| 🇺🇸 Todd Martin | d. | 🇧🇷 Fernando Meligeni | 4-5 DEF | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇧🇷 Gustavo Kuerten | 6-4 6-3 | H2H |
| 🇪🇸 Albert Costa | d. | 🇪🇸 Felix Mantilla | 6-2 6-4 | H2H |
| 🇫🇷 Jerome Golmard | d. | 🇲🇦 Karim Alami | 6-4 7-6(1) | H2H |
Round of 16
| 🇺🇸 Todd Martin | d. | 🇵🇹 Nuno Marques | 7-5 6-3 | H2H |
| 🇧🇷 Fernando Meligeni | d. | 🇲🇦 Hicham Arazi | 6-2 6-2 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇪🇸 Albert Portas | 6-3 6-3 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | 🇨🇿 Jiri Novak | 6-3 6-4 | H2H |
| 🇪🇸 Felix Mantilla | d. | 🇺🇦 Andrei Medvedev | 6-3 6-2 | H2H |
| 🇪🇸 Albert Costa | d. | Ronald Agenor | 7-6(5) 7-6(7) | H2H |
| 🇫🇷 Jerome Golmard | d. | 🇺🇸 Vincent Spadea | 6-3 6-2 | H2H |
| 🇲🇦 Karim Alami | d. | 🇷🇴 Andrei Pavel | 3-6 6-3 6-2 | H2H |
Round of 32
| 🇺🇸 Todd Martin | d. | 🇪🇸 Alberto Berasategui | 6-1 7-6(3) | H2H |
| 🇵🇹 Nuno Marques | d. | 🇫🇷 Gerard Solves | 6-2 3-6 6-3 | H2H |
| 🇧🇷 Fernando Meligeni | d. | 🇫🇷 Arnaud Di Pasquale | 6-2 6-2 | H2H |
| 🇲🇦 Hicham Arazi | d. | 🇷🇺 Marat Safin | 7-6(6) 5-7 6-3 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇷🇴 Adrian Voinea | 3-6 6-4 6-2 | H2H |
| 🇪🇸 Albert Portas | d. | 🇵🇹 Pedro Leao | 6-1 6-1 | H2H |
| 🇨🇿 Jiri Novak | d. | 🇪🇸 Galo Blanco | 7-6(1) 6-3 | H2H |
| 🇧🇷 Gustavo Kuerten | d. | Juan Antonio Marin | 6-3 6-7(5) 6-4 | H2H |
| 🇪🇸 Felix Mantilla | d. | 🇦🇹 Thomas Muster | 6-3 6-2 | H2H |
| 🇺🇦 Andrei Medvedev | d. | 🇪🇸 Carlos Costa | 1-6 6-2 7-6(4) | H2H |
| Ronald Agenor | d. | 🇪🇸 Fernando Vicente | 6-1 6-4 | H2H |
| 🇪🇸 Albert Costa | d. | 🇦🇷 Franco Squillari | 6-1 6-3 | H2H |
| 🇫🇷 Jerome Golmard | d. | 🇪🇸 Francisco Clavet | 7-6(3) 7-6(5) | H2H |
| 🇺🇸 Vincent Spadea | d. | 🇧🇪 Filip Dewulf | 6-2 6-1 | H2H |
| 🇲🇦 Karim Alami | d. | 🇪🇸 Alex Lopez Moron | 6-4 6-0 | H2H |
| 🇷🇴 Andrei Pavel | d. | 🇷🇺 Yevgeny Kafelnikov | 6-3 2-6 6-3 | H2H |