Sylvia Plischke defeated Karen Cross 6-3 6-2 in the Valladolid 25K round of 32 on hard. The result followed the form book — Sylvia Plischke came in leading the head-to-head 1–0. Sylvia Plischke extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-14 | Eastbourne | R32 | grass | Sylvia Plischke | 6-2 3-6 6-1 |