Jairo Velasco defeated Juan Ignacio Carrasco 6-0 6-2 in the Portugal 1 Masters 2 round of 32 on clay. Jairo Velasco extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-06-07 | Spain 5 Masters 4 | R16 | hard | Jairo Velasco | 4-6 6-3 6-4 |
| 1992-04-20 | Spain 3 Masters 2 | R32 | hard | Juan Ignacio Carrasco | 6-4 6-3 |