Oksana Kalashnikova defeated Ana Jovanovic 6-3 7-5 in the Moscow 25K round of 32 on hard. The upset overturned the form book — Ana Jovanovic came in leading the head-to-head 1–0. Oksana Kalashnikova claimed a first win over Ana Jovanovic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-05-24 | Grado 25K | R16 | clay | Ana Jovanovic | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.