Round: 25 Ground: Clay
| ITF Italy F29 | 2016/09/14 08:30 | Gabriel Alejandro Hidalgo v Cristian Carli | 6-3,6-4 |
| ITF Italy F29 | 2016/09/12 07:30 | Cristian Carli v Samuel Bensoussan | 6-0,7-5 |
| ITF Italy F29 | 2016/09/11 07:30 | Cristian Carli v Jacopo Berrettini | 7-5,7-6 |
| ITF Italy F28 | 2016/09/06 10:30 | Cristian Carli v Andrea Pellegrino | 3-6,6-7 |
| ITF Italy F28 | 2016/09/05 10:00 | Cristian Carli v Giovanni Oradini | 4-6,6-2,7-6 |
| ITF Italy F28 | 2016/09/04 12:30 | Cristian Carli v Lorenzo Di Maro | 6-0,6-2 |
| ITF Italy F27 | 2016/08/27 12:30 | Cristian Carli v Attila Balazs | 7-6,2-6,2-6 |
| ITF Egypt F21 | 2016/08/25 17:20 | Hiroyasu Ehara v Cristian Carli | 3-6,6-4,6-3 |
| ITF Italy F28 | 2016/09/07 09:00 | Filippo Leonardi v Tomas Barrios Vera | 6-7,1-6 |
| ITF Serbia F4 | 2016/08/12 08:00 | Stefano Travaglia v Filippo Leonardi | 6-4,6-4 |
| ITF Serbia F4 | 2016/08/11 09:00 | Filippo Leonardi v Maxime Janvier | 6-3,6-4 |
| ITF Serbia F4 | 2016/08/10 12:15 | Boris Butulija v Filippo Leonardi | 2-6,1-6 |
| ITF Serbia F3 | 2016/08/02 10:00 | Nicholas Horton v Filippo Leonardi | 6-2,2-6,6-3 |
| ITF Italy F21 | 2016/07/18 19:30 | Benjamin Bonzi v Filippo Leonardi | 6-4,6-1 |
| ITF Austria F2 | 2016/07/11 10:30 | Filippo Leonardi v Nik Razborsek | 0-6,4-6 |
| ITF Italy F12 | 2016/05/24 12:10 | Filippo Leonardi v Claudio Fortuna | 4-6,3-6 |