Gloria Pizzichini defeated Flavia Pennetta 3-6 7-6 6-1 in the Cagliari 25K round of 32 on clay. The upset overturned the form book — Flavia Pennetta came in leading the head-to-head 2–1. Gloria Pizzichini narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-09-02 | Fano 50K | R16 | clay | Flavia Pennetta | 7-5 6-2 |
| 2001-09-10 | Reggio Calabria 25K | R16 | clay | Flavia Pennetta | 0-6 6-0 6-2 |
| 1999-04-05 | Cerignola 10K | R32 | clay | Gloria Pizzichini | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.