Federica Fortuni defeated Flavia Pennetta 4-6 6-4 6-3 in the Galatina 10K round of 32 on clay. The upset overturned the form book — Flavia Pennetta came in leading the head-to-head 1–0. Federica Fortuni claimed a first win over Flavia Pennetta in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-08 | Fano 10K | R32 | clay | Flavia Pennetta | 6-1 5-7 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.