Rossana De Los Rios defeated Mariana Mesa 6-2 6-0 in the Stone Mountain 25K round of 32 on hard. The upset overturned the form book — Mariana Mesa came in leading the head-to-head 1–0. Rossana De Los Rios claimed a first win over Mariana Mesa in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-20 | Asuncion 10K | SF | clay | Mariana Mesa | 3-6 6-3 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.