Round: 25 Ground: Clay
| Challenger - Rom - Qualifikation | 2016/09/25 11:30 | Jacopo Stefanini v Mikael Ymer | 2-6,3-6 |
| Challenger - Rom - Qualifikation | 2016/09/24 13:30 | Cristian Rodriguez v Jacopo Stefanini | 2-6,3-6 |
| Challenger - Rom - Qualifikation | 2016/09/24 10:00 | Jacopo Stefanini v Luigi Sorrentino | 6-0,2-6,6-4 |
| ITF - Italien F29 | 2016/09/17 08:30 | Jacopo Stefanini v Gabriel Alejandro Hidalgo | 6-2,6-2 |
| ITF - Italien F29 | 2016/09/16 10:00 | Florian Fallert v Jacopo Stefanini | 3-6,5-7 |
| ITF - Italien F29 | 2016/09/15 15:15 | Stefano Travaglia v Jacopo Stefanini | 6-7,2-6 |
| ITF - Italien F29 | 2016/09/14 08:25 | Jacopo Stefanini v Antonio Massara | 6-2,6-4 |
| ITF Italy F28 | 2016/09/07 09:00 | Jacopo Stefanini v Omar Giacalone | 2-6,6-1,0-6 |
| ITF - Italien F31 | 2016/09/26 13:00 | Gianluca Di Nicola v Umberto Maria Giovannini | 4-6,6-3,6-2 |
| ITF - Italien F30 | 2016/09/17 07:30 | Umberto Maria Giovannini v Nicolo Turchetti | 2-6,7-6,0-6 |
| ITF - Italien F29 | 2016/09/12 07:30 | Andrea Grazioso v Umberto Maria Giovannini | 7-6,6-3 |
| ITF - Italien F4 - Qualifikation | 2015/04/04 08:00 | Umberto Maria Giovannini v Andrea Vavassori | 6-7,2-6 |
| ITF - Italien F36 - Qualifikation | 2014/10/11 08:00 | Manuel Mazzella v Umberto Maria Giovannini | 6-3,6-1 |