Round: 62 Ground: Clay
| ITF Italy F13 | 2016/05/28 08:00 | Enrico Becuzzi v Cristiano Russo | 1-6,2-6 |
| ITF Italy F13 | 2016/05/28 08:30 | Riccardo Roberto v Gil Uwe Grund | 6-2,7-6 |
| ITF Italy F11 Qual | 2016/05/16 14:55 | Cristian Carli v Riccardo Roberto | 6-2,6-3 |
| ITF Italy F11 Qual | 2016/05/16 10:10 | Riccardo Roberto v Augusto Virgili | 7-6,6-3 |
| ITF Italy F7 | 2016/04/18 08:00 | Mirko Cutuli v Riccardo Roberto | 6-2,6-2 |
| ITF Italy F6 | 2016/04/11 10:00 | Riccardo Roberto v Luca Giacomini | 1-6,3-6 |
| ITF Italy F6 Qual | 2016/04/10 08:00 | Davide Galoppini v Riccardo Roberto | 7-5,1-6,6-7 |
| ITF Croatia F4 Qual | 2016/03/20 14:00 | Pietro Licciardi v Riccardo Roberto | 6-2,6-4 |
| ITF Turkey F11 | 2016/03/14 09:00 | Aria Harajchi v Riccardo Roberto | 3-6,6-4,6-4 |