Stadium: Center Court Round: 27 Ground: Clay
| Challenger Parma | 2019/06/20 08:00 | Jacob Grills v Jacopo Berrettini | 1-6,4-6 |
| Challenger Parma | 2019/06/18 14:45 | Jacopo Berrettini v Danilo Petrovic | 6-4,7-5 |
| Challenger Parma | 2019/06/17 17:20 | Jacopo Berrettini v Lorenzo Musetti | 6-4,7-5 |
| Challenger Poznan | 2019/06/04 09:30 | Jacopo Berrettini v Tommy Robredo | 2-6,7-6,1-6 |
| Challenger Poznan | 2019/06/03 08:00 | Tobias Simon v Jacopo Berrettini | 2-6,4-6 |
| Challenger Vicenza | 2019/05/28 09:30 | Benjamin Hassan v Jacopo Berrettini | 6-4,6-7,6-3 |
| ITF M25 Vic | 2019/05/25 09:00 | Jacopo Berrettini v Raul Brancaccio | 5-7,3-6 |
| ITF M25 Vic | 2019/05/23 12:25 | Jacopo Berrettini v Alexander Weis | 6-4,6-0 |
| Challenger Parma | 2019/06/20 09:25 | Filip Peliwo v Julian Lenz | 3-6,1-6 |
| Challenger Parma | 2019/06/19 10:05 | Julian Lenz v Alessandro Giannessi | 6-1,6-4 |
| Challenger Parma | 2019/06/18 08:00 | Riccardo Bonadio v Julian Lenz | 6-7,2-6 |
| ITF M25 Karlsruhe | 2019/06/09 11:00 | Julian Lenz v Andrea Pellegrino | 6-3,6-7,6-3 |
| ITF M25 Karlsruhe | 2019/06/08 14:50 | Julian Lenz v Marvin Netuschil | 6-1,6-2 |
| ITF M25 Karlsruhe | 2019/06/07 14:00 | Julian Lenz v Gonzalo Villanueva | 6-3,6-0 |
| ITF M25 Karlsruhe | 2019/06/06 11:30 | Julian Lenz v Christian Lindell | 6-3,6-3 |
| ITF M25 Karlsruhe | 2019/06/05 16:20 | Julian Lenz v Kirill Kivattsev | 6-1,6-2 |