Round: 44 Ground: Clay
| 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 |
| ITF Croatia F1 | 2016/02/29 11:00 | Federico Bertuccioli v Riccardo Roberto | 5-7,1-6 |
| Challenger Rome Qual | 2016/04/30 09:00 | Marco Mosciatti v Augusto Virgili | 6-3,7-5 |
| ITF Italy F4 Qual | 2016/04/02 13:30 | Stefano Reitano v Augusto Virgili | 6-4,6-1 |
| ITF Italy F3 Qual | 2016/03/13 11:10 | Federico Maccari v Augusto Virgili | 6-2,6-4 |
| ITF USA F5 | 2016/01/22 17:30 | Augusto Virgili v Juan Rocha | 4-6,2-6 |
| ITF USA F4 | 2016/01/15 09:00 | Sebastian Korda v Augusto Virgili | 6-2,6-2 |
| ITF Italy F18 Qual | 2015/07/11 14:40 | Andrea Turco v Augusto Virgili | 6-0,6-4 |
| ITF Italy F13 | 2015/06/10 12:50 | Claudio Fortuna v Augusto Virgili | 6-2,6-2 |
| ITF Italy F13 | 2015/06/09 19:10 | Augusto Virgili v Cristobal S-Corvalan | 6-4,7-6 |