Round: 44 Ground: Clay
| ITF Italy F29 | 2016/09/10 08:00 | Oliver Mrose v Andrea Bessire | 6-1,6-0 |
| ITF Italy F28 | 2016/09/04 08:00 | Tomas Barrios Vera v Andrea Bessire | 6-2,6-2 |
| ITF Morocco F6 | 2016/08/05 22:00 | Diogo Lourenco v Andrea Bessire | 6-0,6-1 |
| ITF Morocco F5 | 2016/07/30 22:00 | Simohamed Hirs v Andrea Bessire | 6-1,6-1 |
| ITF Morocco F4 | 2016/07/23 10:00 | Andrea Bessire v Luciano Berger | 1-6,1-6 |
| ITF Italy F21 Qual | 2016/07/16 10:30 | Jacopo Stefanini v Andrea Bessire | 6-1,6-0 |
| ITF Turkey F26 | 2016/06/28 08:15 | Andrea Bessire v David Pichler | 0-6,1-6 |
| ITF Turkey F26 Qual | 2016/06/25 07:00 | Rishabdev Raman v Andrea Bessire | 4-6,4-6 |
| Challenger Brescia Qual | 2016/11/12 16:05 | Augusto Virgili v Luca Pancaldi | 4-6,2-6 |
| Challenger Cortina Qual | 2016/08/01 11:30 | Augusto Virgili v Walter Trusendi | 4-6,1-6 |
| Challenger Cortina Qual | 2016/07/30 08:00 | Alessandro Ragazzi v Augusto Virgili | 3-6,7-5,6-7 |
| ITF Italy F15 | 2016/06/11 07:30 | Marco Furlanetto v Augusto Virgili | 6-3,6-1 |
| ITF Italy F12 Qual | 2016/05/21 11:05 | Matteo De Vincentis v Augusto Virgili | 4-6,6-3,6-3 |
| ITF Italy F11 Qual | 2016/05/16 10:10 | Riccardo Roberto v Augusto Virgili | 7-6,6-3 |
| 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 |