| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-08-18 | New Haven | F | hard | Jennifer Capriati | 6-2 4-0 RET |
| 2003-04-14 | Amelia Island | SF | clay | Lindsay Davenport | 6-3 5-7 6-2 |
| 2003-03-05 | Indian Wells | SF | hard | Lindsay Davenport | 6-4 4-6 6-4 |
| 2001-10-15 | Zurich | SF | hard | Lindsay Davenport | 6-1 5-7 6-2 |
| 2001-02-26 | Scottsdale | SF | hard | Lindsay Davenport | 6-4 6-7(2) 6-1 |
| 2001-01-15 | Australian Open | SF | hard | Jennifer Capriati | 6-3 6-4 |
| 2000-02-28 | Scottsdale | R16 | hard | Lindsay Davenport | 3-6 6-2 6-3 |
| 2000-01-17 | Australian Open | SF | hard | Lindsay Davenport | 6-2 7-6(4) |
| 1999-05-24 | Roland Garros | R16 | clay | Lindsay Davenport | 6-2 6-3 |
| 1997-02-17 | Oklahoma | QF | hard | Lindsay Davenport | 6-3 6-4 |
| 1997-01-06 | Sydney | SF | hard | Jennifer Capriati | 2-6 6-4 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.