Round: 54 Ground: Clay
| ITF Italy F21 Qual | 2016/07/16 10:30 | Jacopo Stefanini v Andrea Bessire | 6-1,6-0 |
| ITF Italy F20 | 2016/07/15 12:30 | Jacopo Stefanini v Adelchi Virgili | 6-2,2-6,2-6 |
| ITF Italy F20 | 2016/07/13 12:00 | Antonio Massara v Jacopo Stefanini | 6-7,4-6 |
| ITF Italy F20 | 2016/07/11 12:30 | Samuele Ramazzotti v Jacopo Stefanini | 3-6,6-4,4-6 |
| ITF Italy F18 Qual | 2016/06/25 10:00 | Jacopo Stefanini v Michele D'Amico | 6-1,6-4 |
| ITF Italy F16 | 2016/06/23 14:45 | Jacopo Stefanini v Hernan Casanova | 2-6,1-6 |
| ITF Italy F16 | 2016/06/22 12:10 | Gerard Granollers-Pujol v Jacopo Stefanini | 6-2,2-6,3-6 |
| ITF Italy F16 | 2016/06/21 10:55 | Andrea Bolla v Jacopo Stefanini | 6-4,4-6,4-6 |
| ITF Italy F21 Qual | 2016/07/16 08:00 | Lorenzo Brunetti v Marco De Rossi | 6-1,6-4 |
| ITF Italy F20 Qual | 2016/07/09 11:00 | Michele Longo v Lorenzo Brunetti | 7-5,4-6,6-3 |
| ITF Italy F28 Qual | 2015/09/19 07:30 | Edoardo Lamberti v Lorenzo Brunetti | 2-6,4-6 |
| ITF Italy F20 Qual | 2015/07/25 15:30 | Lorenzo Abbruciati v Lorenzo Brunetti | 6-3,6-3 |
| ITF Italy F17 | 2015/07/04 13:30 | Antonio Massara v Lorenzo Brunetti | 6-1,6-2 |
| ITF Italy F15 | 2015/06/20 10:05 | Filippo Leonardi v Lorenzo Brunetti | 6-3,7-6 |
| ITF Italy F23 Qual | 2014/07/12 07:30 | Lorenzo Brunetti v Cristian Carli | 4-6,1-6 |