Anna Kournikova defeated Sylvia Plischke 6-2 6-2 in the Berlin round of 64 on grass. The result followed the form book — Anna Kournikova came in leading the head-to-head 2–1. Anna Kournikova extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-29 | Roland Garros | R64 | clay | Sylvia Plischke | 6-2 4-6 6-3 |
| 2000-02-28 | Scottsdale | R16 | hard | Anna Kournikova | 6-1 6-1 |
| 1998-02-23 | Linz | R32 | hard | Anna Kournikova | 5-7 6-4 7-5 |