Round: 26 Ground: Clay
| 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 F23 | 2016/08/03 10:20 | Juan Pablo Ficovich v Matteo Viola | 2-6,2-6 |
| ITF Italy F23 | 2016/08/02 15:30 | Giovanni Oradini v Matteo Viola | 6-7,0-6 |
| Challenger Recanati | 2016/07/19 14:50 | Matteo Viola v Ilya Ivashka | 3-6,1-6 |
| ITF Italy F25 | 2016/08/16 07:30 | Marcel Felder v Alessandro Ceppellini | 6-2,6-1 |
| ITF Italy F25 Qual | 2016/08/15 09:40 | Luca Tomasetto v Alessandro Ceppellini | 5-7,3-6 |
| ITF Austria F5 Qual | 2016/08/08 08:00 | Lukas Ollert v Alessandro Ceppellini | 6-1,6-4 |
| ITF Austria F5 Qual | 2016/08/06 08:00 | Bastien Kolly v Alessandro Ceppellini | 6-1,3-6,1-6 |
| ITF Italy F23 Qual | 2016/07/30 07:30 | Alessandro Ceppellini v Matteo De Vincentis | 4-6,4-6 |
| ITF Italy F22 Qual | 2016/07/24 08:00 | Alessandro Ceppellini v Lorenzo Papasidero | 6-3,3-6,4-6 |
| ITF Italy F21 | 2016/07/19 15:30 | Alessandro Ceppellini v Andrea Pellegrino | 3-6,2-6 |
| ITF Italy F20 Qual | 2016/07/09 07:30 | Alessandro Ceppellini v Daniele Chiurulli | 6-1,6-4 |