| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-04-12 | Charleston | R16 | clay | Conchita Martinez | W/O |
| 2003-05-12 | Rome | QF | clay | Serena Williams | 7-5 6-2 |
| 2000-08-07 | Los Angeles | QF | hard | Serena Williams | 6-2 4-6 6-2 |
| 1999-08-30 | US Open | R16 | hard | Serena Williams | 4-6 6-2 6-2 |
| 1998-05-04 | Rome | R16 | clay | Serena Williams | 6-2 6-2 |
Averages from each player's recent completed matches (20 vs 18). ATP, WTA & Challenger.