| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-11-06 | WTA Tour Championships | QF | carpet | Venus Williams | 7-5 6-4 |
| 2002-08-26 | US Open | QF | hard | Venus Williams | 6-2 6-3 |
| 2002-05-27 | Roland Garros | QF | clay | Venus Williams | 6-4 6-3 |
| 2001-07-30 | San Diego | F | hard | Venus Williams | 6-2 6-3 |
| 2000-09-19 | Olympics | SF | hard | Venus Williams | 6-1 4-6 6-3 |
| 2000-08-21 | New Haven | F | hard | Venus Williams | 6-2 6-4 |
| 2000-07-31 | San Diego | F | hard | Venus Williams | 6-0 6-7(3) 6-3 |
| 1999-08-23 | New Haven | SF | hard | Venus Williams | 6-1 6-3 |
| 1998-07-27 | Stanford | SF | hard | Venus Williams | 6-3 6-4 |
Averages from each player's recent completed matches (1 vs 20). ATP, WTA & Challenger.