Round: 54 Ground: Clay
| ITF Italy F26 Qual | 2016/08/20 09:15 | Filippo Borella v Leonardo Braccini | 6-4,0-6,7-5 |
| ITF Italy F22 Qual | 2016/07/23 12:30 | Filippo Borella v Luigi Sorrentino | 6-2,3-6,6-7 |
| ITF Italy F21 Qual | 2016/07/16 08:00 | Federico Bertuccioli v Filippo Borella | 6-7,6-4,6-1 |
| ITF Italy F20 Qual | 2016/07/10 07:30 | Filippo Borella v Federico Bertuccioli | 3-6,1-6 |
| ITF Italy F20 Qual | 2016/07/09 07:30 | Filippo Borella v Giuliano Benedetti | 6-2,6-3 |
| ITF Italy F15 | 2016/06/12 07:00 | Simone Roncalli v Filippo Borella | 6-3,6-3 |
| ITF Italy F15 | 2016/06/11 07:30 | Michele Vianello v Filippo Borella | 3-6,1-6 |
| ITF Egypt F33 | 2015/11/12 12:30 | Filippo Borella v Libor Salaba | 1-6,6-4,0-6 |
| ITF Italy F26 Qual | 2016/08/20 08:00 | Uladzislau Zhuk v Matteo De Vincentis | 3-6,6-3,1-6 |
| ITF Italy F23 Qual | 2016/08/01 07:00 | Matteo De Vincentis v Manfred Fellin | 7-6,6-7,2-6 |
| ITF Italy F23 Qual | 2016/07/30 07:30 | Alessandro Ceppellini v Matteo De Vincentis | 4-6,4-6 |
| 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 |