Barbara Rittner defeated Miriam Oremans 6-4 6-2 in the Leipzig q16 on carpet. The result followed the form book — Barbara Rittner came in leading the head-to-head 1–0, defending last year's round of 16. Barbara Rittner extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | Bratislava | R32 | hard | Barbara Rittner | 6-3 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.