Round: 26 Ground: Clay
| 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 |
| ITF Italy F14 Qual | 2016/06/04 10:45 | Riccardo Roberto v Facundo Jofre | 7-5,6-2 |
| ITF Romania F15 | 2016/09/03 08:00 | Gabriel Alejandro Hidalgo v Claudio Fortuna | 6-4,6-1 |
| ITF Romania F15 | 2016/09/02 09:55 | Filip Horansky v Claudio Fortuna | 1-6,4-6 |
| ITF Romania F15 | 2016/08/31 10:25 | Santiago Maresca v Claudio Fortuna | 6-7,2-6 |
| Challenger Manerbio Qual | 2016/08/20 13:40 | Juan Pablo Paz v Claudio Fortuna | 6-3,6-1 |
| ITF Latvia F1 | 2016/08/04 10:00 | Claudio Fortuna v Tallon Griekspoor | 3-6,2-6 |
| ITF Latvia F1 | 2016/08/03 07:00 | Claudio Fortuna v David Volfson | 6-3,6-3 |
| ITF Latvia F1 | 2016/08/02 07:00 | Claudio Fortuna v Alberto Brizzi | 6-3,6-3 |
| ITF Estonia F1 | 2016/07/27 22:00 | Claudio Fortuna v Alberto Brizzi | 4-6,1-6 |