Round: 44 Ground: Clay
| ITF Italy F19 | 2016/07/05 16:30 | Giuseppe Caparco v Antonio Campo | 2-6,6-7 |
| ITF Italy F18 | 2014/06/07 16:00 | Andrea Pellegrino v Giuseppe Caparco | 6-1,6-2 |
| ITF Italy F28 | 2016/09/04 11:00 | Matteo Tinelli v Riccardo Roberto | 7-6,6-2 |
| ITF Italy F28 | 2016/09/03 11:00 | Riccardo Roberto v Michele Longo | 6-3,7-5 |
| ITF Italy F27 | 2016/08/29 09:00 | Tobias Simon v Riccardo Roberto | 6-1,6-2 |
| ITF Italy F27 | 2016/08/28 08:00 | Riccardo Roberto v Marco Mosciatti | 6-4,7-5 |
| ITF Italy F27 | 2016/08/27 11:00 | Francesco Moncagatto v Riccardo Roberto | 6-2,6-7,2-6 |
| ITF Italy F25 Qual | 2016/08/15 07:30 | Andres Gabriel Ciurletti v Riccardo Roberto | 6-1,7-6 |
| ITF Italy F25 Qual | 2016/08/13 08:00 | Riccardo Roberto v Alessandro Ragazzi | 6-0,6-3 |
| ITF Italy F14 Qual | 2016/06/05 11:50 | Toby Martin v Riccardo Roberto | 6-3,6-3 |