Rodrigo Cerdera defeated Paulo Carvallo 6-3 6-1 in the Chile F2 round of 32 on clay. Rodrigo Cerdera extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-04 | Bolivia F3 | QF | clay | Rodrigo Cerdera | 2-6 6-3 6-1 |
| 1999-05-17 | Chile F2 | R16 | clay | Paulo Carvallo | 6-2 6-4 |