Round: 25 Ground: Clay
| Challenger Como Qual | 2016/08/27 11:05 | Lorenzo Frigerio v Ljubomir Celebic | 5-7,1-6 |
| ITF Italy F25 | 2016/08/17 12:45 | Lorenzo Frigerio v Jose Hernandez-Fernandez | 0-6,1-6 |
| ITF Italy F25 | 2016/08/16 13:20 | Luca Prevosto v Lorenzo Frigerio | 2-6,1-6 |
| ITF Egypt F18 | 2016/08/05 16:00 | Nikola Milojevic v Lorenzo Frigerio | 6-1,7-5 |
| ITF Egypt F18 | 2016/08/04 16:00 | Giorgio Ricca v Lorenzo Frigerio | 4-6,2-6 |
| ITF Egypt F18 | 2016/08/03 17:20 | Lorenzo Frigerio v Tomas Papik | 6-4,6-3 |
| ITF Egypt F17 | 2016/07/31 16:00 | Lorenzo Frigerio v Andrea Vavassori | 6-1,7-6 |
| ITF Egypt F17 | 2016/07/30 16:00 | Bradley Mousley v Lorenzo Frigerio | 7-6,5-7,4-6 |
| ITF Italy F25 | 2016/08/17 10:30 | Samuele Ramazzotti v Jonathan Eysseric | 3-6,1-6 |
| ITF Italy F25 | 2016/08/15 12:45 | Alessandro Colella v Samuele Ramazzotti | 6-4,4-6,0-6 |
| ITF Italy F24 Qual | 2016/08/07 13:45 | Rafael Matos v Samuele Ramazzotti | 6-2,6-2 |
| ITF Italy F23 | 2016/08/02 12:00 | Samuele Ramazzotti v Alexander Weis | 4-6,4-6 |
| ITF Italy F20 | 2016/07/11 12:30 | Samuele Ramazzotti v Jacopo Stefanini | 3-6,6-4,4-6 |
| ITF Italy F20 Qual | 2016/07/10 10:00 | Francesco Moncagatto v Samuele Ramazzotti | 2-6,1-6 |
| ITF Italy F20 Qual | 2016/07/09 10:00 | Samuele Ramazzotti v Andrea Borroni | 6-0,6-1 |
| Challenger Vicenza Qual | 2016/05/21 16:10 | Viktor Galovic v Samuele Ramazzotti | 6-3,6-3 |