Round: 44 Ground: Clay
| ITF Italy F27 | 2016/08/27 09:30 | Lorenzo Schmid v Lorenzo Di Maro | 6-1,3-6,6-1 |
| ITF Netherlands F6 | 2016/08/21 08:00 | Gijs Buntsma v Lorenzo Di Maro | 5-7,6-0,6-4 |
| ITF Finland F3 Qual | 2016/08/13 22:00 | Matvey Khomentovskiy v Lorenzo Di Maro | 6-3,6-3 |
| ITF Finland F3 Qual | 2016/08/12 22:00 | Pauli Sillanpaa v Lorenzo Di Maro | 3-6,1-6 |
| ITF Latvia F1 | 2016/07/30 08:30 | Lorenzo Di Maro v Valdemar Holm | 6-3,7-5 |
| ITF Romania F10 | 2016/07/24 10:30 | Lorenzo Di Maro v Edris Fetisleam | 1-6,4-6 |
| ITF Italy F18 Qual | 2016/06/25 07:30 | Tommaso Gabrieli v Lorenzo Di Maro | 6-4,7-6 |
| ITF Italy F15 | 2016/06/11 07:30 | Marco Mosciatti v Lorenzo Di Maro | 3-6,6-4,6-4 |
| ITF Switzerland F5 | 2016/08/30 11:10 | Pedro Gabriel Rodrigues v Nino Portales | 6-7,4-6 |
| ITF Switzerland F5 Qual | 2016/08/28 10:05 | Gianluca Beghi v Pedro Gabriel Rodrigues | 6-0,6-1 |
| ITF Switzerland F3 Qual | 2016/08/13 12:00 | Pedro Gabriel Rodrigues v Antoine Leduc | 2-6,6-7 |
| ITF Portugal F10 | 2016/07/25 10:30 | Pedro Gabriel Rodrigues v Marco Mosciatti | 2-6,3-6 |
| ITF Portugal F10 | 2016/07/24 08:30 | Motvey Radionov v Pedro Gabriel Rodrigues | 3-6,2-6 |
| ITF Portugal F8 Qual | 2016/07/09 08:30 | Pedro Gabriel Rodrigues v Nicolas Moreno De Alboran | 6-7,1-6 |
| ITF Brazil F2 | 2016/07/02 14:30 | Gustavo De O Cruz v Pedro Gabriel Rodrigues | 6-4,6-2 |
| ITF Brazil F1 | 2016/06/25 13:00 | Gabriel P Tumasonis v Pedro Gabriel Rodrigues | 6-3,6-3 |