Round: 26 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 F27 | 2016/08/30 09:30 | Marco Bortolotti v Davide Della Tommasina | 6-4,6-7,6-4 |
| ITF Italy F27 | 2016/08/28 08:00 | Alessandro Colella v Davide Della Tommasina | 3-6,1-6 |
| ITF Italy F27 | 2016/08/27 09:30 | Paolo Dagnino v Davide Della Tommasina | 6-0,2-6,4-6 |
| ITF Italy F22 | 2016/07/27 08:00 | Davide Della Tommasina v Riccardo Sinicropi | 6-7,2-6 |
| ITF Italy F20 Qual | 2016/07/10 07:30 | Davide Della Tommasina v Daniele Spinnato | 3-6,6-2,1-6 |
| ITF Italy F18 Qual | 2016/06/25 10:00 | Davide Della Tommasina v Daniele Spinnato | 3-6,6-7 |
| ITF Italy F16 Qual | 2016/06/18 11:40 | Davide Della Tommasina v Daniele Spinnato | 5-7,6-7 |
| ITF Italy F15 | 2016/06/14 19:35 | Davide Della Tommasina v Walter Trusendi | 0-6,7-6,0-6 |