Karen Castiblanco defeated Karina Venditti 6-7 6-4 6-2 in the Santa Cruz 10K round of 32 on clay. The result followed the form book — Karen Castiblanco came in leading the head-to-head 1–0. Karen Castiblanco extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-18 | Santos 25K | R32 | clay | Karen Castiblanco | 6-2 6-7(3) 6-4 |