Stadium: Court 3 Round: 26 Ground: Clay
| ITF M15 Tabarka | 2019/09/24 08:30 | Bogdan Bobrov v Giacomo Dambrosi | 6-0,6-7,6-7 |
| Challenger Biella | 2019/09/17 10:10 | Giacomo Dambrosi v Alessandro Giannessi | 4-6,4-6 |
| 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 | 2019/09/24 08:30 | Adam Nagoudi v Niklas Guttau | 1-6,1-6 |
| ITF M15 Tabarka | 2019/09/20 08:30 | Thomas Laurent v Niklas Guttau | 6-4,6-2 |
| ITF M15 Tabarka | 2019/09/19 08:30 | Niklas Guttau v Anas Fattar | 7-6,6-2 |
| ITF M15 Tabarka | 2019/09/17 12:00 | Niklas Guttau v Gregorio Cordonnier | 6-1,6-3 |
| Challenger Augsburg | 2019/08/06 13:20 | Facundo Mena v Niklas Guttau | 6-4,7-5 |
| Challenger Augsburg | 2019/08/05 08:00 | Geoffrey Blancaneaux v Niklas Guttau | 6-4,6-1 |
| ITF M15 Parnu | 2019/07/18 07:30 | Niklas Guttau v Georgii Kravchenko | 6-2,4-6,4-6 |
| Challenger Braunschweig | 2019/07/08 08:00 | Niklas Guttau v Tobias Kamke | 5-7,4-6 |