Olga Teplynska defeated Tatiana Perebiynis 6-3 6-3 in the Harkiv 10K round of 32 on clay. The upset overturned the form book — Tatiana Perebiynis came in leading the head-to-head 1–0, but Olga Teplynska had been the form player, winning 3 of their last 6 on clay. Olga Teplynska claimed a first win over Tatiana Perebiynis in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-02 | Harkiv 25K | R32 | clay | Tatiana Perebiynis | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.