Stadium: Center Court Giorgi Round: 25 Ground: Clay
| ITF M15 Reggio Emilia | 2019/05/31 12:05 | Savriyan Danilov v Giacomo Dambrosi | 6-1,6-1 |
| ITF M15 Reggio Emilia | 2019/05/28 11:00 | Federico Iannaccone v Giacomo Dambrosi | 3-6,4-6 |
| ITF M15 Reggio Emilia | 2019/05/27 12:30 | Giacomo Dambrosi v Patrik Hartmeier | 7-6,7-6 |
| ITF M15 Casale Monferrato | 2019/05/14 09:05 | Stefano Battaglino v Giacomo Dambrosi | 3-6,6-4,10-4 |
| ITF M15 Casale Monferrato | 2019/05/13 10:00 | Giacomo Dambrosi v Simone Cacciapuoti | 6-2,6-2 |
| ITF M25 Vercelli | 2019/05/07 08:00 | Giacomo Dambrosi v Andrea Turco | 2-6,1-6 |
| ITF M25 Vercelli | 2019/05/06 08:30 | Giovanni Rizzuti v Giacomo Dambrosi | 4-6,6-4,8-10 |
| ITF M25 Santa Margherita | 2019/05/01 13:05 | Toby Martin v Giacomo Dambrosi | 6-7,6-1,7-6 |
| Challenger Prostejov | 2019/06/05 09:30 | Bernabe Zapata Miralles v Sandro Ehrat | 6-1,7-6 |
| Challenger Prostejov | 2019/06/04 13:35 | Sandro Ehrat v Jiri Vesely | 3-6,6-3,6-4 |
| Challenger Prostejov | 2019/06/02 10:00 | Dragos Dima v Sandro Ehrat | 6-3,3-6,5-7 |
| Challenger Lisbon | 2019/05/17 12:00 | Sandro Ehrat v Lorenzo Giustino | 5-7,6-3,2-6 |
| Challenger Lisbon | 2019/05/16 11:55 | Steve Darcis v Sandro Ehrat | 2-6,4-6 |
| Challenger Lisbon | 2019/05/15 12:30 | Sandro Ehrat v Mitchell Krueger | 6-4,7-6 |
| Challenger Lisbon | 2019/05/13 10:45 | Sandro Ehrat v JC Aragone | 7-6,6-2 |
| Challenger Savannah | 2019/05/01 22:00 | Sandro Ehrat v Tommy Paul | 7-5,3-6,4-6 |