Round: 44 Ground: Clay
| ITF Italy F25 Qual | 2016/08/14 08:00 | Francesco Moncagatto v Luca Prevosto | 1-6,6-7 |
| ITF Austria F5 | 2016/08/10 10:00 | Dominik Boehler v Luca Prevosto | 4-6,6-4,6-2 |
| ITF Austria F5 | 2016/08/09 13:50 | Luca Prevosto v Marcos Giraldi Requena | 6-1,6-1 |
| ITF Austria F5 Qual | 2016/08/08 08:00 | Luca Prevosto v Tommaso Schold | 6-3,6-1 |
| ITF Austria F5 Qual | 2016/08/07 08:30 | Michael Kerschbaumer v Luca Prevosto | 2-6,4-6 |
| ITF Italy F22 | 2016/07/27 14:00 | Luca Prevosto v Daniele Capecchi | 4-6,4-6 |
| ITF Italy F22 Qual | 2016/07/24 10:55 | Luigi Sorrentino v Luca Prevosto | 2-6,4-6 |
| ITF Italy F22 Qual | 2016/07/23 12:10 | Luca Prevosto v Gianluca Acquaroli | 6-3,7-6 |
| ITF Italy F23 | 2016/08/02 11:20 | Bastian Malla v Tommaso Roggero | 6-1,7-5 |
| ITF Italy F23 Qual | 2016/08/01 10:05 | Jacob Nicolussi v Tommaso Roggero | 6-1,5-7,2-6 |
| ITF Italy F23 Qual | 2016/07/30 07:30 | Jonas Trinker v Tommaso Roggero | 6-4,4-6,4-6 |
| ITF Italy F22 | 2016/07/25 11:25 | Alexei Popyrin v Tommaso Roggero | 6-0,6-2 |
| ITF Italy F20 Qual | 2016/07/09 07:30 | Tommaso Roggero v Daniele Spinnato | 2-6,6-0,2-6 |
| ITF Italy F16 Qual | 2016/06/19 07:30 | Lorenzo Abbruciati v Tommaso Roggero | 6-4,6-0 |
| ITF Italy F4 Qual | 2016/04/02 09:30 | Tommaso Roggero v Jonas Trinker | 4-6,7-5,6-4 |
| ITF Italy F2 Qual | 2016/03/05 09:30 | Tommaso Roggero v Alessandro Petrone | 1-6,6-3,1-6 |