Round: 54 Ground: Clay
| ITF Italy F15 | 2016/06/11 07:30 | Federico Marchetti v Turchetti, Nicolo | 2-6,4-6 |
| ITF Italy F17 | 2015/07/04 13:30 | Federico Marchetti v Luisi, Alessandro | 1-6,1-6 |
| ITF Italy F20 Qual | 2016/07/09 11:00 | Pompei, Edoardo v Gabrieli, Tommaso | 7-5,3-6,2-6 |
| ITF Austria F1 | 2016/07/05 13:00 | Veldheer, Mick v Gabrieli, Tommaso | 6-2,4-6,7-6 |
| ITF Austria F1 | 2016/07/03 07:45 | Gabrieli, Tommaso v Vrba, Daniel | 7-5,6-2 |
| ITF Italy F18 Qual | 2016/06/26 08:00 | Abbruciati, Lorenzo v Gabrieli, Tommaso | 6-7,6-2,7-5 |
| ITF Italy F18 Qual | 2016/06/25 07:30 | Gabrieli, Tommaso v Di Maro, Lorenzo | 6-4,7-6 |
| ITF Italy F13 | 2016/05/29 14:40 | Andres Gabriel Ciurletti v Gabrieli, Tommaso | 6-3,7-6 |
| ITF Italy F13 | 2016/05/28 12:30 | Gabrieli, Tommaso v Gabriele Moghini | 6-1,6-3 |
| Italie F11, Qualifications Simples | 2016/05/16 07:00 | Fago, Matteo v Gabrieli, Tommaso | 7-6,2-6,6-3 |