Nicolas Kischkewitz defeated Carlo Santoro 6-3 6-1 in the Italy 6 Masters 3 semi-final on clay. The result followed the form book — Nicolas Kischkewitz came in leading the head-to-head 3–1. Nicolas Kischkewitz extended the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-13 | Italy 1 Masters 4 | R32 | clay | Carlo Santoro | 2-6 6-2 6-0 |
| 1996-04-06 | Italy 1 Masters 4 | R16 | clay | Nicolas Kischkewitz | 6-3 6-0 |
| 1995-01-06 | Portugal 1 Masters 2 | R32 | clay | Nicolas Kischkewitz | 6-4 6-2 |
| 1994-03-26 | Morocco Masters 3 | R32 | clay | Nicolas Kischkewitz | 4-6 6-3 6-3 |