Alice Canepa defeated Tatiana Kovaltchouk 7-6 4-6 6-3 in the Galatina 10K round of 32 on clay. The upset overturned the form book — Tatiana Kovaltchouk came in leading the head-to-head 1–0. Alice Canepa claimed a first win over Tatiana Kovaltchouk in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-13 | Reggio Calabria 25K | F | clay | Tatiana Kovaltchouk | 6-3 2-6 6-2 |