Round: 25 Ground: Clay
| ITF Italy F30 | 2015/10/11 08:30 | Basso, Andrea v Sinicropi, Riccardo | 6-1,6-2 |
| ITF Italy F29 | 2016/09/15 14:55 | Fallert, Florian v Basso, Andrea | 7-6,6-3 |
| ITF Italy F29 | 2016/09/14 08:35 | Raab, Demian v Basso, Andrea | 2-6,2-6 |
| ITF Italy F29 | 2016/09/13 11:50 | Perret, Loic v Basso, Andrea | 4-6,3-6 |
| Challenger Genova Qual | 2016/09/05 10:00 | Basso, Andrea v Marcan, Dino | 2-6,1-6 |
| Challenger Genova Qual | 2016/09/04 13:45 | Basso, Andrea v Antonio Massara | 6-3,7-6 |
| ITF Italy F27 | 2016/09/02 14:00 | Basso, Andrea v Mesaros, Kristijan | 2-6,2-6 |
| ITF Italy F27 | 2016/09/01 10:30 | Bortolotti, Marco v Basso, Andrea | 0-6,0-6 |
| ITF Italy F27 | 2016/08/31 13:40 | Basso, Andrea v Viola, Matteo | 6-4,7-6 |
| ITF Italy F29 | 2016/09/12 07:30 | Licciardi, Pietro v Sinicropi, Riccardo | 7-6,6-2 |
| ITF Italy F27 | 2016/08/29 16:15 | Luca Giacomini v Sinicropi, Riccardo | 6-4,4-6,6-3 |
| ITF Italy F24 | 2016/08/09 11:00 | Sinicropi, Riccardo v Pedro Cachin | 7-5,3-6,6-7 |
| ITF Italy F22 | 2016/07/29 16:00 | Giacalone, Omar v Sinicropi, Riccardo | 6-3,6-4 |
| ITF Italy F22 | 2016/07/28 13:30 | Summaria, Corrado v Sinicropi, Riccardo | 6-4,1-6,5-7 |
| ITF Italy F22 | 2016/07/27 08:00 | Della Tommasina, Davide v Sinicropi, Riccardo | 6-7,2-6 |
| ITF Italy F18 | 2016/06/29 12:30 | Sinicropi, Riccardo v Saavedra-Corvalan, Cristobal | 4-6,6-7 |
| ITF Italy F18 | 2016/06/27 09:00 | Sinicropi, Riccardo v Spinnato, Daniele | 6-4,6-4 |