Stadion: Court 9 Round: 54 Ground: Clay
| ITF - M15 - Tabarka | 2019/07/22 07:30 | Gabriele Bosio v Ervin H Eminefendic | 2-6,6-4,10-7 |
| ITF - M25 - Santa Margherita | 2019/05/01 15:05 | Lloyd Glasspool v Gabriele Bosio | 6-3,6-3 |
| ITF - M25 - Santa Margherita | 2019/04/23 12:00 | Benjamin Pietri v Gabriele Bosio | 6-3,6-2 |
| ITF - M25 - Santa Margherita | 2019/04/18 12:00 | Giovanni Fonio v Gabriele Bosio | 6-2,6-3 |
| ITF - M25 - Santa Margherita | 2019/04/16 14:30 | Gabriele Bosio v Alexandar Lazarov | 6-1,7-6 |
| ITF - M15 - Antalya | 2019/02/25 15:00 | Dan Alexandru Tomescu v Gabriele Bosio | 6-4,7-5 |
| ITF - M15 - Antalya | 2019/02/25 07:00 | Nikoloz Davlianidze v Gabriele Bosio | 6-7,2-6 |
| ITF - M15 - Antalya | 2019/02/18 07:00 | Alessandro Petrone v Gabriele Bosio | 6-3,7-5 |
| ITF - M15 - Tabarka | 2019/07/22 07:30 | Alex Jones v Andrea Picchione | 0-6,4-6 |
| ITF - M15 - Tabarka | 2019/07/18 11:55 | Enrico Dalla Valle v Andrea Picchione | 6-4,6-1 |
| ITF - M15 - Tabarka | 2019/07/17 12:15 | Andrea Picchione v Mats Hermans | 6-3,3-6,6-3 |
| ITF - M15 - Tabarka | 2019/07/15 13:00 | Juan Ignacio Alcalde v Andrea Picchione | 2-6,4-6 |
| ITF - M15 - Tabarka | 2019/07/15 07:30 | Adam Nagoudi v Andrea Picchione | 0-6,2-6 |
| ITF - M25 - Cuneo | 2019/07/04 09:30 | Tomas Martin Etcheverry v Andrea Picchione | 6-4,7-5 |
| ITF - M25 - Cuneo | 2019/07/03 09:30 | Andrea Picchione v Ben Patael | 4-6,7-6,7-6 |
| ITF - M25 - Cuneo | 2019/07/01 14:00 | Gregorio Lulli v Andrea Picchione | 6-2,4-6,6-10 |