Round: 54 Ground: Clay
| ITF Italy F25 Qual | 2016/08/14 08:00 | Francesco Moncagatto v Luca Prevosto | 1-6,6-7 |
| ITF Italy F24 Qual | 2016/08/06 13:55 | Marcel Felder v Francesco Moncagatto | 6-2,6-2 |
| ITF Italy F22 | 2016/07/29 14:30 | Francesco Moncagatto v Antonio Massara | 5-7,5-7 |
| ITF Italy F22 | 2016/07/28 13:30 | Francesco Moncagatto v Alessandro Colella | 6-1,6-2 |
| ITF Italy F22 Qual | 2016/07/24 08:00 | Marco De Rossi v Francesco Moncagatto | 1-6,4-6 |
| ITF Italy F22 Qual | 2016/07/23 07:00 | Marco Miceli v Francesco Moncagatto | 3-6,2-6 |
| ITF Italy F21 | 2016/07/18 17:00 | Alexandre Muller v Francesco Moncagatto | 6-4,6-0 |
| ITF Italy F21 Qual | 2016/07/17 09:30 | Giovanni Rizzuti v Francesco Moncagatto | 6-2,6-4 |
| 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 Italy F13 | 2016/05/30 08:00 | Goncalo Oliveira v Riccardo Roberto | 6-1,6-3 |
| ITF Italy F13 | 2016/05/29 07:30 | Cristiano Russo v Riccardo Roberto | 5-7,6-4,2-6 |
| ITF Italy F13 | 2016/05/28 08:30 | Riccardo Roberto v Gil Uwe Grund | 6-2,7-6 |
| ITF Italy F11 Qual | 2016/05/16 14:55 | Cristian Carli v Riccardo Roberto | 6-2,6-3 |