Elia Grossi defeated Gianluca Luddi 6-3 7-5 in the Italy 4 Masters 2 semi-final on clay. The result followed the form book — Elia Grossi came in leading the head-to-head 3–2. Elia Grossi extended the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-04-02 | Italy 2 3 | R32 | clay | Gianluca Luddi | 6-4 7-6(10) |
| 1999-04-12 | Italy F3 | R16 | clay | Elia Grossi | 6-2 7-6 |
| 1997-06-28 | Italy 4 Masters 4 | F | clay | Elia Grossi | 7-6 3-6 6-3 |
| 1997-05-31 | Italy 3 Masters 3 | R16 | clay | Elia Grossi | 6-4 6-3 |
| 1996-06-01 | Italy 2 Masters 4 | R32 | clay | Gianluca Luddi | 3-6 7-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.