Round: 25 Ground: Clay
| ITF Italy F31 | 2014/09/12 08:00 | Florian Fallert v Filippo Leonardi | 6-2,4-6,6-1 |
| ITF Italy F31 Qual | 2016/09/25 07:30 | Florian Fallert v Alessandro Ceppellini | 6-4,6-2 |
| ITF Italy F30 | 2016/09/21 11:05 | Walter Trusendi v Florian Fallert | 6-0,6-1 |
| ITF Italy F30 | 2016/09/20 08:30 | Florian Fallert v Ruben Konings | 6-1,6-4 |
| ITF Italy F29 | 2016/09/16 10:00 | Florian Fallert v Jacopo Stefanini | 3-6,5-7 |
| ITF Italy F29 | 2016/09/15 14:55 | Florian Fallert v Andrea Basso | 7-6,6-3 |
| ITF Italy F29 | 2016/09/14 08:15 | Florian Fallert v Pietro Licciardi | 4-6,6-4,6-3 |
| ITF Italy F29 | 2016/09/12 07:30 | Walter Trusendi v Florian Fallert | 6-3,2-6,3-6 |
| ITF Italy F27 | 2016/08/30 13:30 | Florian Fallert v Gian Marco Moroni | 3-6,6-7 |
| ITF Italy F30 | 2016/09/21 09:25 | Gianluca Di Nicola v Filippo Leonardi | 6-2,6-3 |
| ITF Italy F30 | 2016/09/19 07:00 | Cristian Carli v Filippo Leonardi | 6-7,6-3,1-6 |
| 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 |