Round: 44 Ground: Clay
| ITF Italy F11 Qual | 2016/05/16 10:10 | Cristian Carli v Andrea Del Federico | 6-2,6-0 |
| ITF Italy F10 | 2016/05/13 08:30 | Cristian Carli v Casper Ruud | 0-6,1-6 |
| ITF Italy F10 | 2016/05/12 08:00 | Ulises Blanch v Cristian Carli | 6-7,6-2,4-6 |
| ITF Italy F10 | 2016/05/11 10:40 | Cristian Carli v Luca Tomasetto | 6-0,7-6 |
| ITF Italy F10 | 2016/05/10 13:30 | Cristian Carli v Francesco Moncagatto | 6-3,6-1 |
| ITF Tunisia F12 | 2016/03/31 11:50 | Clement Geens v Cristian Carli | 7-5,6-0 |
| ITF Tunisia F12 | 2016/03/29 09:55 | Cristian Carli v Alexander Zhurbin | 6-4,4-6,6-4 |
| ITF Tunisia F12 | 2016/03/28 08:30 | Cristian Carli v Fabrizio Ornago | 6-4,7-6 |
| 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 |
| ITF Turkey F11 | 2016/03/13 08:00 | Riccardo Roberto v Omer Berk Gorgun | 6-2,6-2 |
| ITF Turkey F11 | 2016/03/12 08:00 | Ramy Labna v Riccardo Roberto | 4-6,6-1,1-6 |