Alessandro Piccari defeated Alessandro Accardo 3-6 6-3 7-5 in the Italy F8 qualifying round on hard. The result followed the form book — Alessandro Piccari came in leading the head-to-head 3–1. Alessandro Piccari extended the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-02-09 | Italy F1 | R32 | clay | Alessandro Accardo | 6-7(4) 7-6(4) 7-6(7) |
| 2005-09-12 | Italy F30 | R16 | hard | Alessandro Piccari | 6-3 6-3 |
| 2005-05-30 | Italy F15 | F | clay | Alessandro Piccari | 6-3 6-3 |
| 2002-08-26 | Switzerland 2 3 | QF | clay | Alessandro Piccari | 6-1 6-3 |