Nadejda Ostrovskaya advanced when Maria Goloviznina retired 4-6 6-2 4-0 in the Harkiv 25K qualifying round. Nadejda Ostrovskaya extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-08-05 | Helsinki | Q32 | clay | Nadejda Ostrovskaya | 6-1 6-0 |
| 2002-07-08 | Palermo | R32 | clay | Nadejda Ostrovskaya | 4-6 6-2 6-2 |
| 1999-09-27 | Tbilisi 25K | R32 | clay | Maria Goloviznina | 6-4 3-6 6-1 |
| 1998-09-28 | Tbilisi 25K | R16 | clay | Maria Goloviznina | 7-5 6-7 6-2 |