Round: 54 Ground: Clay
| ITF Italy F26 Qual | 2016/08/20 10:00 | Marco De Rossi v Carlo Donato | 1-6,1-6 |
| ITF Italy F20 Qual | 2015/07/25 15:30 | Edoardo Lamberti v Carlo Donato | 6-1,6-4 |
| ITF Italy F26 Qual | 2016/08/20 10:30 | Ben Draper v Tommaso Gabrieli | 6-7,6-7 |
| ITF Italy F25 | 2016/08/16 09:00 | Maxime Chazal v Tommaso Gabrieli | 6-3,6-0 |
| ITF Italy F25 Qual | 2016/08/15 08:50 | Edoardo Lamberti v Tommaso Gabrieli | 1-6,1-6 |
| ITF Italy F25 Qual | 2016/08/14 12:00 | Gabriele Maria Noce v Tommaso Gabrieli | 7-6,1-6,3-6 |
| ITF Spain F25 | 2016/08/07 08:00 | Alexei Popyrin v Tommaso Gabrieli | 7-6,3-6,7-5 |
| ITF Austria F4 | 2016/07/26 12:00 | Tommaso Gabrieli v Lenny Hampel | 3-6,6-7 |
| ITF Austria F4 Qual | 2016/07/24 12:45 | Joy Vigani v Tommaso Gabrieli | 4-6,4-6 |
| ITF Austria F4 Qual | 2016/07/23 09:00 | Tommaso Gabrieli v Jakob Schnaitter | 6-2,6-3 |