Massimo Dellacqua defeated Giancarlo Petrazzuolo 6-4 7-6 in the Italy 6 1 round of 16 on clay. Massimo Dellacqua extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-08-19 | Italy 6 4 | R32 | clay | Giancarlo Petrazzuolo | 6-2 1-6 6-2 |
| 2002-05-27 | Italy 3 3 | R32 | clay | Giancarlo Petrazzuolo | 7-6(2) 6-1 |
| 2001-09-17 | Italy F11 | R32 | hard | Massimo Dellacqua | 6-4 3-6 6-0 |
| 2001-04-02 | Italy 2 1 | R32 | clay | Massimo Dellacqua | 7-5 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.