Round: 25 Ground: Clay
| ITF Serbia F2 | 2016/07/28 08:00 | Nicholas Horton v Ljubomir Celebic | 4-6,3-6 |
| ITF Serbia F2 | 2016/07/27 08:00 | Nicholas Horton v Darko Jandric | 6-3,7-6 |
| ITF Serbia F2 Qual | 2016/07/24 08:00 | Nicholas Horton v Danylo Veremeychuk | 6-4,6-2 |
| ITF Serbia F1 | 2016/07/20 15:10 | Nerman Fatic v Nicholas Horton | 6-1,6-1 |
| ITF France F12 Qual | 2016/06/26 08:30 | Nicholas Horton v Juan Ignacio Iliev | 2-6,6-1,2-6 |
| ITF France F10 | 2016/06/16 12:00 | Nicholas Horton v Romain Arneodo | 2-6,1-6 |
| ITF France F10 | 2016/06/15 14:00 | Joffrey De Schepper v Nicholas Horton | 6-2,2-6,3-6 |
| ITF France F10 | 2016/06/14 09:40 | Benjamin Pietri v Nicholas Horton | 5-7,6-2,3-6 |
| 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 |
| ITF Italy F11 | 2016/05/19 09:55 | Daniele Capecchi v Filippo Leonardi | 6-4,6-1 |
| ITF Italy F10 | 2016/05/10 10:20 | Filippo Leonardi v Nicola Ghedin | 3-6,2-6 |
| ITF Italy F7 | 2016/04/20 10:45 | Riccardo Bonadio v Filippo Leonardi | 6-4,6-4 |
| ITF Italy F7 | 2016/04/18 09:45 | Demian Raab v Filippo Leonardi | 2-6,1-6 |
| ITF Italy F6 | 2016/04/15 08:00 | Filippo Leonardi v Erik Crepaldi | 2-6,2-6 |