Round: 26 Ground: Clay
| ITF Italy F34 | 2016/10/17 08:00 | Loccisano, Mike v Bensoussan, Samuel | 0-6,1-6 |
| ITF Italy F33 | 2016/10/12 09:05 | Luncanu, Petru-Alexandru v Bensoussan, Samuel | 6-3,6-3 |
| ITF Italy F33 | 2016/10/11 11:40 | Bensoussan, Samuel v Cammarata, Alberto | 6-2,6-4 |
| Italie F32, Simples | 2016/10/04 10:00 | Corentin Denolly v Bensoussan, Samuel | 1-6,6-4,6-2 |
| ITF Italy F29 | 2016/09/12 07:30 | Carli, Christian v Bensoussan, Samuel | 6-0,7-5 |
| ITF Austria F6 | 2016/08/18 11:20 | Hampel, Lenny v Bensoussan, Samuel | 6-4,6-1 |
| ITF Austria F6 | 2016/08/17 11:55 | Bensoussan, Samuel v Ternar, Tomislav | 6-4,6-0 |
| ITF Slovakia F2 | 2016/08/03 11:00 | Nema, Patrik v Bensoussan, Samuel | 6-3,7-6 |
| ITF Italy F34 | 2016/10/18 08:30 | Mikalai Haliak v Fortuna, Claudio | 3-6,3-6 |
| ITF Italy F31 | 2016/09/29 08:55 | Fortuna, Claudio v Riccardo Bonadio | 5-7,4-6 |
| ITF Italy F31 | 2016/09/28 13:25 | Fortuna, Claudio v Enrico Dalla Valle | 6-1,6-3 |
| ITF Italy F31 | 2016/09/27 11:35 | Fortuna, Claudio v Schmid, Michal | 3-6,6-2,6-3 |
| ITF Romania F16 | 2016/09/11 08:00 | Fortuna, Claudio v Grigelis, Laurynas | 3-6,6-4,1-6 |
| ITF Romania F16 | 2016/09/10 08:35 | Fortuna, Claudio v Willems, Johann | 4-6,6-4,7-5 |
| ITF Romania F16 | 2016/09/09 08:55 | Fortuna, Claudio v Bucur, Sergiu Ioan | 6-4,7-6 |
| ITF Romania F16 | 2016/09/08 07:55 | Fortuna, Claudio v Valentin Vanta | 6-2,6-1 |