Juan Pablo Villar defeated Giulio Di Meo 7-6 6-1 in the Italy F6 semi-final on clay. Juan Pablo Villar extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-06-09 | Italy F17 | R32 | clay | Giulio Di Meo | 6-2 6-2 |
| 2007-03-26 | Italy F7 | R32 | clay | Juan Pablo Villar | 6-3 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.