Round: 54 Ground: Clay
| ITF Italy F34 | 2016/10/19 08:30 | Stefano Reitano v Omar Giacalone | 1-6,3-6 |
| 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 F34 | 2016/10/17 08:00 | Jacob Kahoun v Manuel Mazzella | 4-6,3-6 |
| ITF Italy F34 Qual | 2016/10/15 08:00 | Patrick Mayer v Jacob Kahoun | 6-7,3-6 |
| ITF Switzerland F5 | 2016/08/30 15:35 | Jacob Kahoun v Simeon Rossier | 7-6,6-7,5-7 |
| ITF Switzerland F4 | 2016/08/23 09:00 | Jacob Kahoun v Goncalo Oliveira | 6-3,1-6,4-6 |
| ITF Switzerland F4 Qual | 2016/08/21 10:30 | Jacob Kahoun v Alessandro Ceppellini | 6-1,6-4 |
| ITF Switzerland F4 Qual | 2016/08/20 16:00 | Moritz Dettinger v Jacob Kahoun | 3-6,6-3,4-6 |
| ITF Switzerland F4 Qual | 2016/08/20 07:00 | Jacob Kahoun v Quentin Roch | 6-1,6-1 |
| ITF Finland F2 | 2016/08/10 10:20 | Patrik Rosenholm v Jacob Kahoun | 6-3,6-4 |