Stadium: Court 4 Round: 24 Ground: Clay
| ITF M15 Tabarka | 2019/09/11 08:30 | Giacomo Dambrosi v Andrey Chepelev | 1-6,4-6 |
| ITF M15 Tabarka | 2019/09/09 09:00 | Giacomo Dambrosi v Jeremias Lima-Perez | 6-3,6-3 |
| ITF M25 Trieste | 2019/09/03 16:35 | Giacomo Dambrosi v Sandro Ehrat | 6-7,3-6 |
| ITF M15 Tabarka | 2019/08/26 13:00 | Franco Feitt v Giacomo Dambrosi | 0-6,7-6,11-9 |
| ITF M15 Tabarka | 2019/08/26 08:00 | Lisandru Rodriguez v Giacomo Dambrosi | 5-7,2-6 |
| ITF M15 Tabarka | 2019/08/21 09:40 | Giacomo Dambrosi v Matias Zukas | 4-6,4-6 |
| ITF M15 Tabarka | 2019/08/19 14:30 | Giacomo Dambrosi v Vladislav Ivanov | 6-2,2-6,10-3 |
| ITF M15 Tabarka | 2019/08/17 08:30 | Lorenzo Bocchi v Giacomo Dambrosi | 6-3,6-1 |
| ITF M25 Santa Margherita | 2019/09/12 17:05 | Pietro Rondoni v Federico Arnaboldi | 6-4,3-6,6-7 |
| ITF M25 Trieste | 2019/09/04 12:10 | Pietro Rondoni v Christian Lindell | 6-4,2-6,1-6 |
| ITF M25 Trieste | 2019/09/03 07:00 | Pietro Rondoni v Sergio Galdos | 6-3,6-3 |
| ITF M15 Santa Cristina | 2019/08/16 10:10 | Pietro Rondoni v Facundo Diaz Acosta | 6-7,2-6 |
| ITF M15 Santa Cristina | 2019/08/15 08:00 | Pietro Rondoni v Andrea Guerrieri | 6-0,6-4 |
| ITF M15 Santa Cristina | 2019/08/14 09:10 | Pietro Rondoni v Gabriele Moghini | 6-1,6-3 |
| ITF M25 Appiano | 2019/08/10 11:30 | Pietro Rondoni v Riccardo Balzerani | 1-6,4-6 |
| ITF M25 Appiano | 2019/08/09 10:00 | Federico Arnaboldi v Pietro Rondoni | 4-6,4-6 |