Round: 26 Ground: Clay
| ITF Italy F34 | 2016/10/18 08:30 | Marco Bortolotti v Stefano Reitano | 6-4,3-6,6-7 |
| ITF Italy F34 Qual | 2016/10/16 08:00 | Filippo Borella v Stefano Reitano | 7-6,3-6,1-6 |
| ITF Italy F34 Qual | 2016/10/15 08:00 | Ethan Tulliani v Stefano Reitano | 1-6,0-6 |
| ITF Italy F33 Qual | 2016/10/08 07:30 | Marco Miceli v Stefano Reitano | 6-3,5-7,7-6 |
| ITF Italy F32 Qual | 2016/10/02 07:30 | Alessandro Luisi v Stefano Reitano | 6-1,6-4 |
| ITF Italy F32 Qual | 2016/10/01 13:00 | Stefano Reitano v Flemming Peters | 7-6,6-1 |
| ITF Italy F31 Qual | 2016/09/25 07:30 | Stefano Reitano v Jacopo Berrettini | 7-6,4-6,2-6 |
| ITF Italy F31 Qual | 2016/09/24 07:30 | Loic Perret v Stefano Reitano | 6-3,1-6,4-6 |
| ITF Italy F34 | 2016/10/18 08:30 | Alexander Weis v Omar Giacalone | 1-6,3-6 |
| ITF Italy F33 | 2016/10/12 10:05 | Matteo Berrettini v Omar Giacalone | 7-5,6-2 |
| ITF Italy F33 | 2016/10/11 11:25 | Jacopo Berrettini v Omar Giacalone | 4-6,2-6 |
| ITF Italy F32 | 2016/10/06 08:00 | Omar Giacalone v Walter Trusendi | 3-6,2-6 |
| ITF Italy F32 | 2016/10/05 11:28 | Omar Giacalone v David D Tommasina | 6-3,5-1 |
| ITF Italy F32 | 2016/10/05 11:25 | Omar Giacalone v Davide Della Tommasina | 6-3,6-1 |
| ITF Italy F32 | 2016/10/04 07:30 | Omar Giacalone v Alberto Cammarata | 6-4,7-5 |
| ITF Tunisia F25 | 2016/09/28 11:40 | Omar Giacalone v Valentin Vacherot | 6-7,6-4,4-6 |