Margalita Chakhnashvili defeated Ana Timotic 6-7 6-1 6-1 in the Monteroni D`Arbia 25K round of 32 on clay. The upset overturned the form book — Ana Timotic came in leading the head-to-head 3–0. Margalita Chakhnashvili claimed a first win over Ana Timotic in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-03-06 | Telde Canary Islands 25K | R16 | clay | Ana Timotic | 6-2 6-3 |
| 2005-09-26 | Batumi 50K | R32 | hard | Ana Timotic | 7-5 6-1 |
| 2005-09-19 | Tbilisi 25K | R16 | clay | Ana Timotic | 6-1 6-2 |