| WON | LOST | |
| Carpet | 5 | 3 |
| Clay | 1 | 4 |
| Grass | 2 | 4 |
| Hard | 8 | 8 |
| WON | LOST | |
| Semifinals | 1 | |
| Quarterfinals | 1 | 3 |
| Q8 | 4 | 2 |
| Q16 | 6 | 2 |
| Q32 | 1 | 3 |
| Q64 | 3 |
| WON | LOST | |
| Marseille, France | 2 | 1 |
| Rotterdam, The Netherlands | 2 | 1 |
| Key Biscayne, United States | 1 | |
| Monte Carlo, Monaco | 1 | |
| Roland Garros, France | 1 | |
| London / Queen's Club, England | 1 | |
| Wimbledon, England | 1 | |
| Gstaad, Switzerland | 1 | |
| Washington, United States | 1 | |
| Tashkent, Uzbekistan | 1 | 1 |
| Toulouse, France | 1 | 1 |
| Basel, Switzerland | 2 | 1 |
| Vienna, Austria | 3 | 1 |
| Lyon, France | 1 | 1 |
| WON | LOST | |
| Alexander Popp | 1 | |
| Arnaud Clement | 1 | |
| Bjorn Phau | 1 | |
| Bohdan Ulihrach | 1 | |
| Byron Black | 1 | |
| Carlos Moya | 1 | |
| Cedric Pioline | 1 | |
| Daniel Vacek | 1 | |
| Fabrice Santoro | 1 | |
| Greg Rusedski | 1 | |
| Guillaume Raoux | 1 | |
| Jerome Golmard | 1 | |
| Jiri Novak | 1 | 1 |
| Karol Kucera | 1 | |
| Kenneth Carlsen | 1 | |
| Lleyton Hewitt | 1 | |
| Martin Damm | 1 | |
| Patrick Rafter | 1 | |
| Peter Wessels | 1 | |
| Rainer Schuettler | 1 | |
| Tim Henman | 1 | |
| Vincent Spadea | 1 | 1 |
| Yevgeny Kafelnikov | 1 | |
| Younes El aynaoui | 1 |
Roger Federer tennis results in year 1999 tennis statistics
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