Round: 25 Ground: Clay
| ITF Italy F33 | 2016/10/12 09:10 | Stefano Travaglia v Filippo Leonardi | 6-3,6-2 |
| ITF Italy F33 | 2016/10/10 09:20 | Filippo Leonardi v Benjamin Loccisano | 6-1,6-2 |
| ITF Italy F31 | 2016/09/28 12:15 | Yannick Maden v Filippo Leonardi | 6-3,6-2 |
| ITF Italy F31 | 2016/09/26 09:00 | Florian Fallert v Filippo Leonardi | 3-6,3-6 |
| 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 USA F37 | 2016/11/17 16:00 | Maxime Chazal v Patrick Kypson | 7-5,3-6,4-6 |
| ITF USA F37 | 2016/11/16 19:25 | Maxime Chazal v Oliver Crawford | 7-5,6-2 |
| ITF USA F36 | 2016/11/11 16:00 | Maxime Chazal v Constantin Schmitz | 6-3,2-6,4-6 |
| ITF USA F36 | 2016/11/10 16:00 | Maxime Chazal v Lukas Ollert | 6-3,6-3 |
| ITF USA F36 | 2016/11/08 17:00 | Maxime Chazal v Gianni Ross | 6-3,6-1 |
| ITF Italy F35 | 2016/10/28 07:30 | Walter Trusendi v Maxime Chazal | 5-7,6-3,6-4 |
| ITF Italy F35 | 2016/10/27 09:15 | Omar Giacalone v Maxime Chazal | 5-7,1-6 |
| ITF Italy F35 | 2016/10/26 09:20 | Luca Prevosto v Maxime Chazal | 5-7,2-6 |