Arantxa Sanchez Vicario defeated Karina Habsudova 7-5 6-4 in the Sydney round of 32 on hard. The result followed the form book — Arantxa Sanchez Vicario came in leading the head-to-head 2–0, defending last year's round of 16. Arantxa Sanchez Vicario extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-16 | Canadian Open | R32 | hard | Arantxa Sanchez Vicario | 7-5 6-2 |
| 1998-08-17 | Canadian Open | R32 | hard | Arantxa Sanchez Vicario | 0-6 7-5 6-2 |