| Week Begin: | Tournament: | Round: | Opponent: | Score: |
| 26.6.2000 | Wimbledon | One | Vince Spadea | 3-6 7-6(5) 3-6 7-6 (8) 7-9 |
| 12.6.2000 | Queens Club, London | One | Wayne Ferreira | 7-5 6-4 |
| Two | Jens Knippschild | 7-6 (2) 7-6 (9) | ||
| Three | Marat Safin | 7-6 (2) 6-7 (5) 4-6 | ||
| 29.5.2000 | French Open, Roland Garros | One | Slava Dosedel | 3-6 6-7 (10) 6-7 (4) |
| 8.5.2000 | Rome | One | Fernando Vicente | 3-6 1-6 |
| 24.4.2000 | Barcelona | Two | Karim Alami | 6-3 3-6 6-2 |
| Three | Tommy Haas | 6-7(6) 3-6 | ||
| 17.4.2000 | Monte Carlo | One | Slava Dosedel | 4-6 7-6 (3) 1-6 |
| 20.3.2000 | Key Biscayne | Two | Andrei Medvedev | 6-4 7-5 |
| Three | Byron Black | 6-1 7-6(4) | ||
| Four | Pete Sampras | 3-6 3-6 | ||
| 13.3.2000 | Indian Wells | One | James Blake | 6-2 6-0 |
| Two | Max Mirnyi | 4-6 4-6 | ||
| 6.3.2000 | Scottsdale | One | Pete Sampras | 6-3 6-4 |
| 21.2.2000 | London (Docklands) | One | Arnaud Clement | 6-3 6-4 |
| Two | Jerome Golmard | 7-6(5) 7-6(5) | ||
| Qtr-Final | Mariano Zabaleta | 6-4 7-5 | ||
| Semi-Final | Yevgeny Kafelnikov | 6-3 7-6(5) | ||
| 14.2.2000 | Rotterdam | One | Karol Kucera | 6-2 7-5 |
| Two | Filip de Wulf | 7-6(3) 6-4 | ||
| Qtr-Final | Yevgeny Kafelnikov | 7-6(3) 4-6 4-6 | ||