Massimo Dellacqua defeated Marco Di Vuolo 6-3 6-4 in the Italy F32 qualifying round on clay. The result followed the form book — Massimo Dellacqua came in leading the head-to-head 1–0. Massimo Dellacqua extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-09-14 | Italy F28 | R32 | hard | Massimo Dellacqua | 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.