Round: 25 Ground: Clay
| Challenger Genova Qual | 2016/09/04 14:30 | Pietro Licciardi v Markus Eriksson | 3-6,4-6 |
| ITF Italy F27 | 2016/08/30 13:00 | Pol Toledo Bague v Pietro Licciardi | 7-5,6-2 |
| ITF Austria F6 | 2016/08/17 10:00 | Kevin Krawietz v Pietro Licciardi | 7-5,6-2 |
| ITF Egypt F19 | 2016/08/10 16:00 | Bradley Mousley v Pietro Licciardi | 4-6,7-6,6-4 |
| ITF Egypt F18 | 2016/08/03 17:25 | Pietro Licciardi v Marek Jaloviec | 2-6,2-6 |
| ITF Georgia F1 | 2016/07/27 07:30 | Victor Baluda v Pietro Licciardi | 6-2,6-4 |
| ITF Georgia F1 | 2016/07/25 09:00 | Pietro Licciardi v Ignasi De Rueda De Genover | 6-4,6-1 |
| ITF Turkey F28 | 2016/07/15 13:00 | Bar Tzuf Botzer v Pietro Licciardi | 7-6,6-1 |
| 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 F18 | 2016/06/29 12:30 | Riccardo Sinicropi v Cristobal S-Corvalan | 4-6,6-7 |
| ITF Italy F18 | 2016/06/27 09:00 | Riccardo Sinicropi v Daniele Spinnato | 6-4,6-4 |
| ITF Italy F16 | 2016/06/22 09:00 | Riccardo Sinicropi v Hernan Casanova | 2-6,0-6 |