Gianluca Luddi defeated Stefan Pircher 6-7 6-4 6-0 in the Italy F11 qualifying round on clay. The result followed the form book — Gianluca Luddi came in leading the head-to-head 1–0. Gianluca Luddi extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-14 | Italy F12 | R16 | clay | Gianluca Luddi | 7-6 6-4 |