Nadejda Ostrovskaya defeated Margalita Chakhnashvili 6-2 6-1 in the Batumi 75K qualifying round on carpet. The result followed the form book — Nadejda Ostrovskaya came in leading the head-to-head 1–0. Nadejda Ostrovskaya extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-09 | Istanbul 10K | R16 | hard | Nadejda Ostrovskaya | 6-4 7-6 |