Paulo Carvallo defeated Claudio Alvarado 6-4 6-7 6-1 in the Chile 1 Masters 3 round of 32 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 |
|---|---|---|---|---|---|
| 1999-10-11 | Paraguay F1 | R32 | clay | Paulo Carvallo | 6-4 6-3 |