Round: 26 Ground: Clay
| ITF Italy F32 | 2016/10/03 11:10 | Yannick Maden v Alexis Musialek | 6-1,6-3 |
| ITF Italy F31 | 2016/09/30 08:00 | Yannick Maden v Riccardo Bonadio | 3-6,6-7 |
| ITF Italy F31 | 2016/09/29 09:00 | Yannick Maden v Francesco Picco | 6-3,6-0 |
| ITF Italy F31 | 2016/09/28 12:15 | Yannick Maden v Filippo Leonardi | 6-3,6-2 |
| ITF Italy F31 | 2016/09/27 10:10 | Yannick Maden v Francois-Arthur Vibert | 6-0,6-3 |
| Challenger Sibiu | 2016/09/22 07:30 | Yannick Maden v Dennis Novak | 6-2,4-6,3-6 |
| Challenger Sibiu | 2016/09/21 10:15 | Yannick Maden v Riccardo Bellotti | 2-6,6-2,6-2 |
| ITF Women Petange | 2016/09/13 09:00 | Mohamed Safwat v Yannick Maden | View |
| ITF Italy F32 | 2016/10/04 07:30 | Jacopo Stefanini v Umberto Maria Giovannini | 6-2,6-0 |
| Challenger Rome 2 Qual | 2016/09/25 11:30 | Jacopo Stefanini v Mikael Ymer | 2-6,3-6 |
| Challenger Rome 2 Qual | 2016/09/24 13:30 | Cristian Rodriguez v Jacopo Stefanini | 2-6,3-6 |
| Challenger Rome 2 Qual | 2016/09/24 10:00 | Jacopo Stefanini v Luigi Sorrentino | 6-0,2-6,6-4 |
| ITF Italy F29 | 2016/09/17 08:30 | Jacopo Stefanini v Gabriel Alejandro Hidalgo | 6-2,6-2 |
| ITF Italy F29 | 2016/09/16 10:00 | Florian Fallert v Jacopo Stefanini | 3-6,5-7 |
| ITF Italy F29 | 2016/09/15 15:15 | Stefano Travaglia v Jacopo Stefanini | 6-7,2-6 |
| ITF Italy F29 | 2016/09/14 08:25 | Jacopo Stefanini v Antonio Massara | 6-2,6-4 |