Margalita Chakhnashvili advanced when Maria Goloviznina retired 6-3 4-1 in the Sofia 25K round of 32. Margalita Chakhnashvili claimed a first win over Maria Goloviznina in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-27 | Tbilisi 25K | QF | clay | Maria Goloviznina | 6-1 7-5 |