Jhonnatan Medina Alvarez defeated Diego Cristin 6-4 6-3 in the Venezuela 1 2 semi-final on hard. Jhonnatan Medina Alvarez extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-03-06 | Venezuela 1 3 | R16 | hard | Jhonnatan Medina Alvarez | 6-1 5-7 6-4 |
| 2005-10-17 | Chile F4 | R32 | clay | Diego Cristin | 6-4 6-4 |