Dragana Ilic defeated Sabrina Valenti 6-4 6-3 in the Cerignola 10K round of 16 on clay. The upset overturned the form book — Sabrina Valenti came in leading the head-to-head 1–0. Dragana Ilic claimed a first win over Sabrina Valenti in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-03 | Verona 10K | R32 | clay | Sabrina Valenti | 2-6 6-3 6-1 |