Valentina Sassi defeated Julia Vakulenko 6-4 6-2 in the Maribor 25K round of 16 on clay. Valentina Sassi extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-06-21 | Wimbledon | Q64 | grass | Julia Vakulenko | 6-2 6-4 |
| 1999-11-27 | Mallorca 10K | R16 | clay | Valentina Sassi | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.