Francesco Piccari defeated Mattia Livraghi 7-5 6-2 in the Milan q32 on carpet. Francesco Piccari extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-02-09 | Italy F1 | R32 | clay | Mattia Livraghi | 6-3 6-4 |
| 2008-10-06 | Italy F34 | R16 | hard | Francesco Piccari | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.