Round: 25 Ground: Clay
| ITF Italy F34 | 2015/11/03 08:00 | Gianluca Di Nicola v Riccardo Sinicropi | 6-4,2-6,2-6 |
| ITF Italy F31 | 2016/09/27 10:40 | Riccardo Sinicropi v Alex Rybakov | 6-7,1-6 |
| ITF Italy F30 | 2016/09/20 12:20 | Andrea Basso v Riccardo Sinicropi | 6-2,6-4 |
| ITF Italy F29 | 2016/09/12 07:30 | Pietro Licciardi v Riccardo Sinicropi | 7-6,6-2 |
| ITF Italy F27 | 2016/08/29 16:15 | Luca Giacomini v Riccardo Sinicropi | 6-4,4-6,6-3 |
| ITF Italy F24 | 2016/08/09 11:00 | Riccardo Sinicropi v Pedro Cachin | 7-5,3-6,6-7 |
| ITF Italy F22 | 2016/07/29 16:00 | Omar Giacalone v Riccardo Sinicropi | 6-3,6-4 |
| ITF Italy F22 | 2016/07/28 13:30 | Corrado Summaria v Riccardo Sinicropi | 6-4,1-6,5-7 |
| ITF Italy F22 | 2016/07/27 08:00 | Davide Della Tommasina v Riccardo Sinicropi | 6-7,2-6 |
| ITF Italy F31 | 2016/09/28 09:40 | Gianluca Di Nicola v Francesco Picco | 6-7,6-7 |
| ITF Italy F31 | 2016/09/26 13:00 | Gianluca Di Nicola v Umberto Maria Giovannini | 4-6,6-3,6-2 |
| ITF Italy F31 Qual | 2016/09/25 07:30 | Gianluca Di Nicola v Jordi Walder | 6-1,6-3 |
| ITF Italy F30 | 2016/09/22 10:50 | Walter Trusendi v Gianluca Di Nicola | 6-4,6-2 |
| ITF Italy F30 | 2016/09/21 09:25 | Gianluca Di Nicola v Filippo Leonardi | 6-2,6-3 |
| ITF Italy F29 | 2016/09/14 09:00 | Stefano Travaglia v Gianluca Di Nicola | 6-4,6-2 |
| ITF Italy F29 | 2016/09/13 10:00 | Gianluca Di Nicola v Gian Marco Moroni | 2-6,6-4,6-3 |
| ITF Italy F28 | 2016/09/08 10:00 | Gianluca Di Nicola v Andrea Pellegrino | 4-6,7-6,4-6 |