Massimo Dellacqua defeated Andrea Capodimonte 6-2 6-1 in the Italy 2 4 qualifying round on clay. The result followed the form book — Massimo Dellacqua came in leading the head-to-head 2–0. Massimo Dellacqua extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-15 | Italy F2 | R16 | clay | Massimo Dellacqua | 6-3 6-0 |
| 1999-07-26 | Italy F14 | QF | clay | Massimo Dellacqua | 6-1 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.