Round: 25 Ground: Clay
| ITF Italy F4 | 2016/04/04 12:40 | Andrea Bolla v Alessandro Bega | 0-6,2-6 |
| ITF Italy F4 Qual | 2016/04/03 14:00 | Matthieu Roy v Andrea Bolla | 6-7,6-2,6-1 |
| ITF Italy F2 Qual | 2016/03/05 12:30 | Andrea Bolla v Raphael Baltensperger | 3-6,6-4,3-6 |
| ITF Italy F1 Qual | 2016/02/28 08:30 | Joy Vigani v Andrea Bolla | 7-5,6-1 |
| ITF Italy F26 | 2015/09/08 07:30 | Andrea Bolla v Riccardo Bonadio | 2-6,1-6 |
| ITF Italy F25 | 2015/09/01 10:30 | Pietro Rondoni v Andrea Bolla | 6-2,6-3 |
| ITF Portugal F11 | 2015/07/30 10:30 | Andrea Bolla v Matteo Berrettini | 2-6,6-7 |
| ITF Portugal F11 | 2015/07/29 14:00 | Andrea Bolla v Rafael Mazon-Hernandez | 6-4,7-5 |
| ITF Italy F15 | 2016/06/17 08:00 | Jacopo Stefanini v Walter Trusendi | 1-6,2-6 |
| ITF Italy F15 | 2016/06/16 12:25 | Tom Kocevar-Desman v Jacopo Stefanini | 3-6,6-7 |
| ITF Italy F15 | 2016/06/13 07:30 | Milos Sekulic v Jacopo Stefanini | 7-5,2-6,4-6 |
| ITF Italy F14 | 2016/06/09 10:00 | Joao Pedro Sorgi v Jacopo Stefanini | 6-3,7-6 |
| ITF Italy F14 | 2016/06/08 14:55 | Jacopo Stefanini v Gianluca Di Nicola | 6-1,6-3 |
| ITF Italy F14 | 2016/06/06 15:00 | Nicola Ghedin v Jacopo Stefanini | 6-2,6-7,6-7 |
| ITF Italy F14 Qual | 2016/06/05 13:00 | Jacopo Stefanini v Davide Albertoni | 6-3,6-4 |
| ITF Italy F14 Qual | 2016/06/04 15:20 | Jacopo Stefanini v Giovanni Oradini | 6-3,7-5 |