Eugenia Grebenyuk defeated Ekaterina Dzehalevich 6-1 6-3 in the Moscow 25K qualifying round on clay. The upset overturned the form book — Ekaterina Dzehalevich came in leading the head-to-head 2–1. Eugenia Grebenyuk narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-03-24 | Moscow 25K | QF | hard | Ekaterina Dzehalevich | 6-6 |
| 2006-10-23 | Podolsk 25K | F | hard | Eugenia Grebenyuk | 7-5 7-6(6) |
| 2006-08-21 | Moscow 25K | R32 | clay | Ekaterina Dzehalevich | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.