Round: 25 Ground: Clay
| ITF Italy F30 | 2015/04/15 12:00 | Davide Della Tommasina v Riccardo Sinicropi | 2-6,1-6 |
| ITF Italy F20 Qual | 2016/07/10 07:30 | Davide Della Tommasina v Daniele Spinnato | 3-6,6-2,1-6 |
| ITF Italy F18 Qual | 2016/06/25 10:00 | Davide Della Tommasina v Daniele Spinnato | 3-6,6-7 |
| ITF Italy F16 Qual | 2016/06/18 11:40 | Davide Della Tommasina v Daniele Spinnato | 5-7,6-7 |
| ITF Italy F15 | 2016/06/14 19:35 | Davide Della Tommasina v Walter Trusendi | 0-6,7-6,0-6 |
| ITF Italy F13 | 2016/05/31 09:35 | Davide Della Tommasina v Marco Bortolotti | 3-6,2-6 |
| ITF Italy F13 | 2016/05/30 10:15 | Davide Della Tommasina v Tommaso Schold | 6-2,6-3 |
| ITF Italy F12 Qual | 2016/05/22 10:00 | Davide Della Tommasina v Lucas Bouquet | 2-6,2-6 |
| ITF Italy F12 Qual | 2016/05/21 09:10 | Davide Della Tommasina v Andrea Casati | 4-6,6-3,6-0 |
| ITF Italy F18 | 2016/06/29 12:30 | Riccardo Sinicropi v Cristobal S-Corvalan | 4-6,6-7 |
| ITF Italy F18 | 2016/06/27 09:00 | Riccardo Sinicropi v Daniele Spinnato | 6-4,6-4 |
| ITF Italy F16 | 2016/06/22 09:00 | Riccardo Sinicropi v Hernan Casanova | 2-6,0-6 |
| ITF Italy F16 | 2016/06/20 10:00 | Eduard Esteve Lobato v Riccardo Sinicropi | 3-6,4-6 |
| ITF Tunisia F21 | 2016/06/03 10:55 | Nikola Milojevic v Riccardo Sinicropi | 6-2,6-0 |
| ITF Tunisia F21 | 2016/06/02 14:05 | Philipp Schroll v Riccardo Sinicropi | 2-6,2-6 |
| ITF Tunisia F21 | 2016/05/31 10:40 | Amine Ahouda v Riccardo Sinicropi | 5-7,4-6 |
| ITF Italy F12 | 2016/05/24 18:20 | Lorenzo Frigerio v Riccardo Sinicropi | 6-3,2-6,6-4 |