Round: 54 Ground: Clay
| ITF Italia F31 - Qual. | 2016/09/24 07:30 | Alessandro Luisi v Alessio Giannuzzi | 6-0,3-6,5-7 |
| ITF Ungheria F4 | 2016/09/07 13:35 | Attila Balazs v Alessandro Luisi | 6-2,6-2 |
| ITF Olanda F7 | 2016/08/31 09:45 | Alessandro Luisi v Lennert Van Der Linden | 6-2,2-6,1-6 |
| ITF Olanda F7 | 2016/08/29 08:00 | Alessandro Luisi v Robert Willekes MacDonald | 6-4,7-6 |
| ITF Olanda F6 | 2016/08/22 08:00 | Altug Celikbilek v Alessandro Luisi | 5-7,7-5,6-2 |
| ITF Olanda F5 | 2016/08/16 10:40 | Alessandro Luisi v Colin Van Beem | 2-6,6-7 |
| ITF Serbia F4 | 2016/08/09 08:00 | Stefano Travaglia v Alessandro Luisi | 7-5,6-2 |
| ITF Serbia F3 | 2016/08/04 09:25 | Alessandro Luisi v Kristijan Mesaros | 4-6,7-6,2-6 |
| ITF Italia F32 - Qual. | 2016/10/01 13:00 | Stefano Reitano v Flemming Peters | 7-6,6-1 |
| ITF Italia F31 - Qual. | 2016/09/25 07:30 | Stefano Reitano v Jacopo Berrettini | 7-6,4-6,2-6 |
| ITF Italia F31 - Qual. | 2016/09/24 07:30 | Loic Perret v Stefano Reitano | 6-3,1-6,4-6 |
| ITF Italia F26 | 2016/08/22 13:55 | Andrea Vavassori v Stefano Reitano | 6-3,6-3 |
| ITF Italia F26 - Qual. | 2016/08/21 10:35 | Benjamin Pietri v Stefano Reitano | 6-2,3-6,3-6 |
| ITF Italia F26 - Qual. | 2016/08/20 12:25 | Stefano Reitano v Edoardo Lamberti | 1-6,7-5,6-4 |
| ITF Italia F25 - Qual. | 2016/08/13 08:00 | Stefano Reitano v Ludovico Scerrati | 4-6,2-6 |
| ITF Italia F23 - Qual. | 2016/08/01 08:40 | Andres Gabriel Ciurletti v Stefano Reitano | 6-3,6-0 |