Round: 54 Ground: Clay
| ITF Italy F28 | 2016/09/03 11:00 | Riccardo Roberto v Michele Longo | 6-3,7-5 |
| ITF Switzerland F5 Qual | 2016/08/27 09:30 | Louroi Martinez v Michele Longo | 6-3,6-3 |
| ITF Italy F26 Qual | 2016/08/21 09:00 | Antonio Zucca v Michele Longo | 3-6,6-3,7-5 |
| ITF Italy F26 Qual | 2016/08/20 08:00 | Michele Longo v Filippo Miliani | 6-2,6-0 |
| ITF Italy F25 | 2016/08/15 15:00 | Tomas Barrios Vera v Michele Longo | 6-2,6-2 |
| ITF Austria F5 Qual | 2016/08/08 08:00 | Jakob Schnaitter v Michele Longo | 4-6,6-1,6-1 |
| ITF Austria F5 Qual | 2016/08/07 08:30 | Michele Longo v Matteo Curci | 6-7,6-3,6-1 |
| ITF Austria F5 Qual | 2016/08/06 08:30 | Francesco Cano v Michele Longo | 5-7,3-6 |
| ITF Italy F30 | 2016/09/19 07:00 | Jacopo Berrettini v Santiago Maresca | 3-6,5-7 |
| ITF Italy F29 | 2016/09/11 07:30 | Cristian Carli v Jacopo Berrettini | 7-5,7-6 |
| ITF Italy F29 | 2016/09/10 08:00 | Jacopo Berrettini v Ludovico Scerrati | 6-3,7-5 |
| ITF Italy F26 | 2016/08/24 11:00 | Edward Corrie v Jacopo Berrettini | 6-2,6-4 |
| ITF Italy F26 | 2016/08/22 14:30 | Alen Avidzba v Jacopo Berrettini | 6-3,1-6,2-6 |
| ITF Italy F24 | 2016/08/09 10:00 | Jacopo Berrettini v Matteo Viola | 0-6,1-6 |
| ITF Italy F21 Qual | 2016/07/17 09:30 | Jacopo Berrettini v Gianluca Beghi | 6-7,2-6 |
| ITF Italy F21 Qual | 2016/07/16 10:30 | Simone Roncalli v Jacopo Berrettini | 4-6,1-6 |