Diego Del Rio defeated Federico Depetris 6-3 6-4 in the Chile Masters 1 semi-final on clay. The upset overturned the form book — Federico Depetris came in leading the head-to-head 1–0. Diego Del Rio claimed a first win over Federico Depetris in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-05-11 | Brazil 3 Masters 2 | R32 | clay | Federico Depetris | 6-4 4-6 6-1 |