Rossana De Los Rios defeated Daniela Olivera 6-1 7-6 in the Buenos Aires 25K round of 32 on clay. The result followed the form book — Rossana De Los Rios came in leading the head-to-head 1–0. Rossana De Los Rios extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-20 | Asuncion 10K | R16 | clay | Rossana De Los Rios | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.