Nadejda Ostrovskaya defeated Anastasia Myskina 5-7 6-0 6-4 in the Pattaya round of 32 on hard. 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 |
|---|---|---|---|---|---|
| 1999-10-04 | Batumi 50K | QF | carpet | Nadejda Ostrovskaya | 4-6 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.