ATP 500 · 1999-07-19 · draw of 48
Stuttgart Outdoor 1999
ClayFinal
| 🇸🇪 Magnus Norman | d. | 🇩🇪 Tommy Haas | 6-7(6) 4-6 7-6(7) 6-0 6-3 | H2H |
Semifinals
| 🇩🇪 Tommy Haas | d. | 🇪🇸 Alex Corretja | 6-4 6-4 | H2H |
| 🇸🇪 Magnus Norman | d. | 🇨🇿 Jiri Novak | 6-1 6-2 | H2H |
Quarterfinals
| 🇩🇪 Tommy Haas | d. | 🇪🇸 Carlos Moya | 7-6(3) 6-2 | H2H |
| 🇪🇸 Alex Corretja | d. | 🇺🇸 Vincent Spadea | 1-6 6-3 6-2 | H2H |
| 🇨🇿 Jiri Novak | d. | 🇨🇱 Marcelo Rios | 6-2 6-2 | H2H |
| 🇸🇪 Magnus Norman | d. | 🇪🇨 Nicolas Lapentti | 7-6(5) 4-6 6-2 | H2H |
Round of 16
| 🇪🇸 Carlos Moya | d. | 🇧🇷 Fernando Meligeni | 6-4 6-3 | H2H |
| 🇩🇪 Tommy Haas | d. | 🇳🇴 Christian Ruud | 7-5 6-3 | H2H |
| 🇺🇸 Vincent Spadea | d. | 🇸🇰 Karol Kucera | 6-3 3-6 7-6(1) | H2H |
| 🇪🇸 Alex Corretja | d. | 🇪🇸 Albert Costa | 2-6 6-4 6-1 | H2H |
| 🇨🇿 Jiri Novak | d. | 🇪🇸 Francisco Clavet | 2-6 6-3 6-2 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇩🇪 Jens Knippschild | 6-4 6-4 | H2H |
| 🇪🇨 Nicolas Lapentti | d. | 🇸🇰 Dominik Hrbaty | 7-5 6-3 | H2H |
| 🇸🇪 Magnus Norman | d. | 🇦🇺 Richard Fromberg | 6-2 6-1 | H2H |
Round of 32
| 🇪🇸 Carlos Moya | d. | 🇨🇿 Bohdan Ulihrach | 6-3 4-6 7-6(3) | H2H |
| 🇧🇷 Fernando Meligeni | d. | 🇦🇷 Gaston Gaudio | 7-6(3) 6-4 | H2H |
| 🇳🇴 Christian Ruud | d. | 🇸🇪 Thomas Johansson | 6-2 6-1 | H2H |
| 🇩🇪 Tommy Haas | d. | 🇦🇷 Mariano Puerta | W/O | H2H |
| 🇸🇰 Karol Kucera | d. | 🇸🇪 Magnus Gustafsson | 6-2 6-2 | H2H |
| 🇺🇸 Vincent Spadea | d. | 🇲🇦 Karim Alami | 6-2 6-2 | H2H |
| 🇪🇸 Albert Costa | d. | 🇪🇸 Fernando Vicente | 6-4 7-6(3) | H2H |
| 🇪🇸 Alex Corretja | d. | 🇩🇪 Rainer Schuettler | 6-2 6-2 | H2H |
| 🇨🇿 Jiri Novak | d. | 🇪🇸 Felix Mantilla | 7-5 6-1 | H2H |
| 🇪🇸 Francisco Clavet | d. | 🇩🇪 Bjorn Phau | 6-4 6-0 | H2H |
| 🇩🇪 Jens Knippschild | d. | 🇦🇷 Mariano Zabaleta | 7-6(4) 6-1 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇦🇷 Hernan Gumy | 6-7(2) 7-6(6) 6-0 | H2H |
| 🇸🇰 Dominik Hrbaty | d. | 🇩🇪 Bernd Karbacher | 1-6 6-3 6-2 | H2H |
| 🇪🇨 Nicolas Lapentti | d. | 🇦🇹 Stefan Koubek | 6-4 6-4 | H2H |
| 🇦🇺 Richard Fromberg | d. | 🇲🇦 Younes El Aynaoui | 7-6(4) 1-6 7-6(0) | H2H |
| 🇸🇪 Magnus Norman | d. | 🇧🇷 Gustavo Kuerten | 5-2 RET | H2H |
Round of 64
| 🇨🇿 Bohdan Ulihrach | d. | 🇩🇪 Karsten Braasch | 6-4 6-2 | H2H |
| 🇦🇷 Gaston Gaudio | d. | 🇭🇷 Ivan Ljubicic | 7-6(5) 7-6(5) | H2H |
| 🇳🇴 Christian Ruud | d. | 🇺🇦 Andrei Medvedev | 7-5 1-0 RET | H2H |
| 🇦🇷 Mariano Puerta | d. | 🇷🇺 Marat Safin | 6-3 6-4 | H2H |
| 🇸🇪 Magnus Gustafsson | d. | 🇲🇦 Hicham Arazi | 6-2 2-6 6-3 | H2H |
| 🇲🇦 Karim Alami | d. | 🇦🇷 Agustin Calleri | 6-4 4-6 7-6(1) | H2H |
| 🇪🇸 Fernando Vicente | d. | 🇪🇸 Alberto Martin | 7-6(0) 6-3 | H2H |
| 🇩🇪 Rainer Schuettler | d. | 🇫🇷 Arnaud Clement | 6-3 6-4 | H2H |
| 🇨🇿 Jiri Novak | d. | 🇫🇷 Fabrice Santoro | 7-6(7) 6-1 | H2H |
| 🇩🇪 Bjorn Phau | d. | 🇷🇴 Adrian Voinea | 6-1 6-3 | H2H |
| 🇩🇪 Jens Knippschild | d. | 🇸🇰 Jan Kroslak | 6-4 6-3 | H2H |
| 🇦🇷 Hernan Gumy | d. | 🇫🇷 Sebastien Grosjean | 6-2 6-1 | H2H |
| 🇩🇪 Bernd Karbacher | d. | 🇺🇾 Marcelo Filippini | 3-6 6-2 6-0 | H2H |
| 🇦🇹 Stefan Koubek | d. | 🇦🇺 Andrew Ilie | 7-5 6-3 | H2H |
| 🇦🇺 Richard Fromberg | d. | 🇩🇪 Oliver Gross | 6-3 7-6(3) | H2H |
| 🇸🇪 Magnus Norman | d. | 🇦🇷 Franco Squillari | 6-4 6-0 | H2H |