Stefano Cobolli defeated Gianluca Luddi 6-3 7-5 in the Italy 3 3 round of 16 on clay. Stefano Cobolli extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-06-23 | Italy 3 1 | F | clay | Stefano Cobolli | 6-3 6-4 |
| 2003-06-23 | Italy 3 2 | SF | clay | Gianluca Luddi | 6-2 6-3 |