Round: 54 Ground: Clay
| ITF Italy F31 Qual | 2016/09/24 07:30 | Loic Perret v Stefano Reitano | 6-3,1-6,4-6 |
| ITF Italy F26 | 2016/08/22 13:55 | Andrea Vavassori v Stefano Reitano | 6-3,6-3 |
| ITF Italy F26 Qual | 2016/08/21 10:35 | Benjamin Pietri v Stefano Reitano | 6-2,3-6,3-6 |
| ITF Italy F26 Qual | 2016/08/20 12:25 | Stefano Reitano v Edoardo Lamberti | 1-6,7-5,6-4 |
| ITF Italy F25 Qual | 2016/08/13 08:00 | Stefano Reitano v Ludovico Scerrati | 4-6,2-6 |
| ITF Italy F23 Qual | 2016/08/01 08:40 | Andres Gabriel Ciurletti v Stefano Reitano | 6-3,6-0 |
| ITF Italy F23 Qual | 2016/07/30 07:30 | Patric Prinoth v Stefano Reitano | 4-6,4-6 |
| ITF Italy F21 Qual | 2016/07/16 10:30 | Alberto Cammarata v Stefano Reitano | 6-1,6-1 |
| ITF Italy F31 Qual | 2016/09/24 11:00 | Michele Longo v Jacopo Berrettini | 2-6,1-6 |
| ITF Italy F30 | 2016/09/19 07:00 | Jacopo Berrettini v Santiago Maresca | 3-6,5-7 |
| ITF Italy F29 | 2016/09/11 07:30 | Cristian Carli v Jacopo Berrettini | 7-5,7-6 |
| ITF Italy F29 | 2016/09/10 08:00 | Jacopo Berrettini v Ludovico Scerrati | 6-3,7-5 |
| ITF Italy F26 | 2016/08/24 11:00 | Edward Corrie v Jacopo Berrettini | 6-2,6-4 |
| ITF Italy F26 | 2016/08/22 14:30 | Alen Avidzba v Jacopo Berrettini | 6-3,1-6,2-6 |
| ITF Italy F24 | 2016/08/09 10:00 | Jacopo Berrettini v Matteo Viola | 0-6,1-6 |
| ITF Italy F21 Qual | 2016/07/17 09:30 | Jacopo Berrettini v Gianluca Beghi | 6-7,2-6 |