Round: 25 Ground: Clay
| ITF Italy F27 | 2016/08/31 13:40 | Andrea Basso v Matteo Viola | 6-4,7-6 |
| ITF Italy F27 | 2016/08/30 18:50 | Omar Giacalone v Matteo Viola | 7-5,5-7,3-6 |
| ITF Italy F25 | 2016/08/18 10:30 | Maxime Chazal v Matteo Viola | 2-6,7-5,7-6 |
| ITF Italy F25 | 2016/08/17 10:30 | Marcel Felder v Matteo Viola | 2-6,6-0,2-6 |
| ITF Italy F25 | 2016/08/16 15:00 | Fred Gil v Matteo Viola | 4-6,5-7 |
| ITF Italy F24 | 2016/08/10 13:00 | Marcelo Zormann v Matteo Viola | 6-4,6-3 |
| ITF Italy F24 | 2016/08/09 10:00 | Jacopo Berrettini v Matteo Viola | 0-6,1-6 |
| ITF Italy F23 | 2016/08/04 12:00 | Christian Lindell v Matteo Viola | 6-2,6-2 |
| 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 |