| 2001-02-09 | Davis Cup WG R1: BEL vs FRA | Clay | RR | 12 |  Arnaud Clement | 171 |  Filip Dewulf | 6-3 7-6(10) | H2H | 3 | - | - | - | - | - | - | - |
| 2000-07-21 | Davis Cup WG PO: ITA vs BEL | Clay | RR | 89 |  Davide Sanguinetti | 140 | Filip Dewulf | 1-6 7-6(5) 7-5 6-0 | H2H | 5 | - | - | - | - | - | - | - |
| 2000-07-21 | Davis Cup WG PO: ITA vs BEL | Clay | RR | 140 | Filip Dewulf | 465 | Renzo Furlan | 7-5 6-2 | H2H | 3 | - | - | - | - | - | - | - |
| 2000-05-01 | Munich | Clay | R32 | 114 |  Bohdan Ulihrach (Q) | 184 | Filip Dewulf (Q) | 6-3 6-1 | H2H | 3 | 64 | 3 | 1 | 52.8% | 78.6% | 60.0% | 3/3 |
| 2000-02-28 | Copenhagen | Hard | R32 | 58 |  Roger Federer (7) | 234 | Filip Dewulf (Q) | 6-4 4-6 6-3 | H2H | 3 | 98 | 6 | 10 | 52.3% | 73.3% | 53.7% | 1/3 |
| 2000-02-14 | Rotterdam | Hard | R16 | 13 |  Greg Rusedski (7) | 280 | Filip Dewulf (Q) | 7-6(3) 6-4 | H2H | 3 | 84 | 16 | 8 | 58.8% | 78.7% | 42.4% | 4/5 |
| 2000-02-14 | Rotterdam | Hard | R32 | 280 | Filip Dewulf (Q) | 61 |  Goran Ivanisevic (WC) | 6-3 2-6 6-4 | H2H | 3 | 78 | 5 | 4 | 59.7% | 74.4% | 55.2% | 0/3 |
| 2000-02-04 | Davis Cup WG R1: RUS vs BEL | Carpet | RR | 3 |  Yevgeny Kafelnikov | 282 | Filip Dewulf | 6-7(3) 6-4 7-5 6-2 | H2H | 5 | - | - | - | - | - | - | - |
| 2000-02-04 | Davis Cup WG R1: RUS vs BEL | Carpet | RR | 282 | Filip Dewulf | 209 | Andrei Cherkasov | 6-0 4-6 6-1 | H2H | 3 | - | - | - | - | - | - | - |
| 1999-11-08 | Stockholm | Hard | R32 | 429 | Filip Dewulf (Q) | 45 |  Rainer Schuettler | 6-4 6-3 | H2H | 3 | 75 | 2 | 3 | 67.5% | 66.1% | 51.9% | 3/4 |
