Round: 25 Ground: Hardcourt outdoor
| ITF Italy F21 Qual | 2016/07/17 09:30 | Jacopo Berrettini v Beghi, Gianluca | 6-7,2-6 |
| ITF Italy F21 Qual | 2016/07/16 10:30 | Roncalli, Simone v Jacopo Berrettini | 4-6,1-6 |
| ITF Croatia F1 | 2016/02/29 11:00 | Jacopo Berrettini v Draganja, Tomislav | 0-6,4-6 |
| ITF Italy F24 Qual | 2015/08/22 10:45 | Jacopo Berrettini v Lulli, Gregorio | 4-6,4-6 |
| ITF Italy F23 | 2016/08/04 12:00 | Lindell, Christian v Viola, Matteo | 6-2,6-2 |
| ITF Italy F23 | 2016/08/03 10:20 | Juan Pablo Ficovich v Viola, Matteo | 2-6,2-6 |
| ITF Italy F23 | 2016/08/02 15:30 | Giovanni Oradini v Viola, Matteo | 6-7,0-6 |
| Challenger Recanati | 2016/07/19 14:50 | Viola, Matteo v Ilya Ivashka | 3-6,1-6 |
| ATP Hamburg Qual | 2016/07/10 11:40 | Steven Diez v Viola, Matteo | 6-4,6-4 |
| ATP Hamburg Qual | 2016/07/09 11:40 | Viola, Matteo v Michon, Axel | 6-2,6-1 |
| Challenger Bastad | 2016/07/04 09:45 | Viola, Matteo v Zemlja, Grega | 5-7,6-1,6-7 |
| ITF France F12 | 2016/06/29 10:00 | Zampieri, Caio v Viola, Matteo | 6-2,6-4 |