Round: 54 Ground: Clay
| 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 F15 | 2016/06/17 08:00 | Jacopo Stefanini v Walter Trusendi | 1-6,2-6 |
| ITF Italy F15 | 2016/06/16 12:25 | Tom Kocevar-Desman v Jacopo Stefanini | 3-6,6-7 |
| ITF Italy F15 | 2016/06/13 07:30 | Milos Sekulic v Jacopo Stefanini | 7-5,2-6,4-6 |
| ITF Italy F14 | 2016/06/09 10:00 | Joao Pedro Sorgi v Jacopo Stefanini | 6-3,7-6 |
| ITF Italy F14 | 2016/06/08 14:55 | Jacopo Stefanini v Gianluca Di Nicola | 6-1,6-3 |