Round: 25 Ground: Clay
| ITF Italy F20 Qual | 2016/07/09 13:30 | Matteo De Vincentis v Lorenzo Abbruciati | 6-1,4-6,3-6 |
| ITF Italy F19 | 2016/07/03 12:40 | Giovanni Narcisi v Matteo De Vincentis | 6-4,3-6,6-4 |
| ITF Italy F15 | 2016/06/13 07:30 | Matteo De Vincentis v Francesco Picco | 1-6,3-6 |
| ITF Italy F15 | 2016/06/12 07:00 | Giovanni Oradini v Matteo De Vincentis | 3-6,3-6 |
| ITF Italy F15 | 2016/06/11 07:30 | Matteo De Vincentis v Facundo Jofre | 6-4,6-1 |
| ITF Italy F14 Qual | 2016/06/05 09:30 | Giacomo Miccini v Matteo De Vincentis | 7-5,4-6,6-3 |
| ITF Italy F14 Qual | 2016/06/04 13:00 | Matteo De Vincentis v Marco Di Maro | 7-6,6-3 |
| ITF Italy F13 | 2016/05/29 10:20 | Alessandro Ceppellini v Matteo De Vincentis | 6-3,6-3 |
| ITF Lithuania F1 | 2016/07/19 08:00 | Roy Sarut De Valk v Claudio Fortuna | 6-7,1-6 |
| ITF Macedonia F1 | 2016/07/09 08:30 | Lenny Hampel v Claudio Fortuna | 4-6,2-6 |
| ITF Macedonia F1 | 2016/07/07 08:30 | Gorazd Srbljak v Claudio Fortuna | 4-6,2-6 |
| ITF Macedonia F1 | 2016/07/05 10:35 | Martin Blasko v Claudio Fortuna | 6-7,4-6 |
| ITF Macedonia F2 | 2016/07/01 13:00 | Alexandre Muller v Claudio Fortuna | 6-4,6-3 |
| ITF Macedonia F2 | 2016/06/30 08:00 | Stefan Micov v Claudio Fortuna | 2-6,2-6 |
| ITF Macedonia F2 | 2016/06/28 09:55 | Martin Blasko v Claudio Fortuna | 2-6,5-7 |
| ITF Macedonia F1 | 2016/06/25 13:00 | Danilo Petrovic v Claudio Fortuna | 6-3,6-2 |