Paulo Carvallo defeated Federico Dondo 6-2 6-3 in the Uruguay F2 qualifying round on clay. The result followed the form book — Paulo Carvallo came in leading the head-to-head 1–0. Paulo Carvallo extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-17 | Chile F2 | F | clay | Paulo Carvallo | 6-7 6-1 6-4 |