Sylvia Plischke defeated Anke Huber 6-7 6-3 7-5 in the Australian Open round of 64 on hard. The upset overturned the form book — Anke Huber came in leading the head-to-head 1–0, defending last year's semi-final. Sylvia Plischke claimed a first win over Anke Huber in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-15 | Hanover | R32 | carpet | Anke Huber | 7-5 7-6 |