Valentine Confalonieri defeated Stefania Chieppa 1-6 6-2 6-3 in the RomePomezia 10K round of 32 on clay. The upset overturned the form book — Stefania Chieppa came in leading the head-to-head 1–0. Valentine Confalonieri claimed a first win over Stefania Chieppa in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-06-22 | Torino 10K | R16 | clay | Stefania Chieppa | 6-0 6-3 |