Round: 44 Ground: Clay
| ITF Romania F15 | 2016/08/28 07:00 | Tinelli, Matteo v Ontica, Cosmin | 3-6,1-6 |
| ITF Morocco F5 | 2016/07/31 22:00 | Tinelli, Matteo v Vega Hernandez, David | 3-6,1-6 |
| ITF Romania F10 | 2016/07/28 10:00 | Tinelli, Matteo v Manafov, Vladyslav | 6-7,2-6 |
| ITF Romania F10 | 2016/07/27 09:30 | Cornea, Vlad Victor v Tinelli, Matteo | 4-6,7-5,4-6 |
| ITF Romania F10 | 2016/07/26 09:40 | Tinelli, Matteo v Grigoriu, Patrick | 6-3,6-4 |
| ITF Romania F9 | 2016/07/19 12:15 | Tinelli, Matteo v Borsos, Gabor | 3-6,5-7 |
| ITF Tunisia F20 | 2016/05/25 10:35 | Tinelli, Matteo v Cristian Garin | 1-6,6-7 |
| Tunisia F19, Singles Qualifying | 2016/05/19 09:00 | Marcora, Roberto v Tinelli, Matteo | 6-4,6-2 |
| ITF Italy F28 | 2016/09/03 11:00 | Roberto, Riccardo v Longo, Michele | 6-3,7-5 |
| ITF Italy F27 | 2016/08/29 09:00 | Simon, Tobias v Roberto, Riccardo | 6-1,6-2 |
| ITF Italy F27 | 2016/08/28 08:00 | Roberto, Riccardo v Mosciatti, Marco | 6-4,7-5 |
| ITF Italy F27 | 2016/08/27 11:00 | Moncagatto, Francesco v Roberto, Riccardo | 6-2,6-7,2-6 |
| ITF Italy F25 Qual | 2016/08/15 07:30 | Andres Gabriel Ciurletti v Roberto, Riccardo | 6-1,7-6 |
| ITF Italy F25 Qual | 2016/08/13 08:00 | Roberto, Riccardo v Ragazzi, Alessandro | 6-0,6-3 |
| ITF Italy F14 Qual | 2016/06/05 11:50 | Toby Martin v Roberto, Riccardo | 6-3,6-3 |
| ITF Italy F14 Qual | 2016/06/04 10:45 | Roberto, Riccardo v Jofre, Facundo | 7-5,6-2 |