Nicolas Kischkewitz defeated Paolo Cannova 6-4 6-3 in the Italy 4 Masters 4 round of 32 on clay. The result followed the form book — Nicolas Kischkewitz came in leading the head-to-head 1–0. Nicolas Kischkewitz extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-13 | Italy 1 Masters 1 | R16 | clay | Nicolas Kischkewitz | 6-3 6-2 |