Eugenia Chialvo defeated Sabrina Eisenberg 6-1 7-5 in the San Juan 10K round of 16 on clay. The result followed the form book — Eugenia Chialvo came in leading the head-to-head 1–0. Eugenia Chialvo extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-27 | Montevideo 10K | R16 | clay | Eugenia Chialvo | 7-5 6-0 |