Round: 25 Ground: Clay
| ITF Italy F31 | 2016/09/26 13:00 | Gianluca Di Nicola v Umberto Maria Giovannini | 4-6,6-3,6-2 |
| ITF Italy F32 | 2016/10/05 11:20 | Corentin Denolly v Gianluca Di Nicola | 6-3,6-7,6-3 |
| ITF Italy F32 | 2016/10/04 07:30 | Riccardo Sinicropi v Gianluca Di Nicola | 6-7,2-6 |
| ITF Italy F31 | 2016/09/28 09:40 | Gianluca Di Nicola v Francesco Picco | 6-7,6-7 |
| ITF Italy F31 | 2016/09/26 13:00 | Gianluca Di Nicola v Umberto Maria Giovannini | 4-6,6-3,6-2 |
| ITF Italy F31 Qual | 2016/09/25 07:30 | Gianluca Di Nicola v Jordi Walder | 6-1,6-3 |
| ITF Italy F30 | 2016/09/22 10:50 | Walter Trusendi v Gianluca Di Nicola | 6-4,6-2 |
| ITF Italy F30 | 2016/09/21 09:25 | Gianluca Di Nicola v Filippo Leonardi | 6-2,6-3 |
| ITF Italy F29 | 2016/09/14 09:00 | Stefano Travaglia v Gianluca Di Nicola | 6-4,6-2 |
| ITF Italy F34 Qual | 2016/10/16 08:00 | Alessandro Colella v Umberto Maria Giovannini | 5-7,6-2,0-6 |
| ITF Italy F34 Qual | 2016/10/15 08:00 | Filippo Giovannini v Umberto Maria Giovannini | 4-6,4-6 |
| ITF Italy F33 Qual | 2016/10/08 07:30 | Mikalai Haliak v Umberto Maria Giovannini | 7-5,6-1 |
| ITF Italy F32 | 2016/10/04 07:30 | Jacopo Stefanini v Umberto Maria Giovannini | 6-2,6-0 |
| ITF Italy F31 | 2016/09/26 13:00 | Gianluca Di Nicola v Umberto Maria Giovannini | 4-6,6-3,6-2 |
| ITF Italy F30 | 2016/09/17 07:30 | Umberto Maria Giovannini v Nicolo Turchetti | 2-6,7-6,0-6 |
| ITF Italy F29 | 2016/09/12 07:30 | Andrea Grazioso v Umberto Maria Giovannini | 7-6,6-3 |
| ITF Italy F4 Qual | 2015/04/04 08:00 | Umberto Maria Giovannini v Andrea Vavassori | 6-7,2-6 |