Round: 54 Ground: Clay
| ITF Italy F21 Qual | 2016/07/16 10:30 | Luca Tomasetto v Alessio De Bernardis | 6-1,6-0 |
| ITF Italy F19 | 2016/07/05 12:00 | Luca Tomasetto v Orlando Luz | 3-6,6-7 |
| ITF Italy F18 | 2016/06/28 16:45 | Adelchi Virgili v Luca Tomasetto | 2-6,7-6,6-2 |
| ITF Italy F18 Qual | 2016/06/26 10:00 | Luca Tomasetto v Alessandro Cortegiani | 6-1,2-6,7-5 |
| ITF Italy F11 Qual | 2016/05/16 14:35 | Hunter Callahan v Luca Tomasetto | 6-2,3-6,6-3 |
| ITF Italy F11 Qual | 2016/05/16 08:55 | Pasquale De Giorgio v Luca Tomasetto | 2-6,0-6 |
| ITF Italy F10 | 2016/05/11 10:40 | Cristian Carli v Luca Tomasetto | 6-0,7-6 |
| ITF Italy F10 | 2016/05/10 13:40 | Luca Tomasetto v Erik Crepaldi | 6-3,6-3 |
| ITF Italy F21 Qual | 2016/07/16 08:00 | Federico Bertuccioli v Filippo Borella | 6-7,6-4,6-1 |
| ITF Italy F20 | 2016/07/12 12:40 | Daniele Capecchi v Federico Bertuccioli | 6-3,6-3 |
| ITF Italy F20 Qual | 2016/07/10 07:30 | Filippo Borella v Federico Bertuccioli | 3-6,1-6 |
| ITF Italy F20 Qual | 2016/07/09 07:30 | Federico Bertuccioli v Vladimir Filip | 6-3,6-1 |
| ITF Italy F19 | 2016/07/02 16:20 | Luca Narcisi v Federico Bertuccioli | 6-2,4-6,6-4 |
| ITF Italy F16 Qual | 2016/06/18 09:50 | Cristian Carli v Federico Bertuccioli | 6-4,6-4 |
| ITF Italy F13 | 2016/05/29 07:30 | Goncalo Oliveira v Federico Bertuccioli | 6-2,6-4 |
| ITF Croatia F1 | 2016/02/29 11:00 | Federico Bertuccioli v Riccardo Roberto | 5-7,1-6 |