Stadium: Campo 2 Round: 166 Ground: Clay
| Challenger Aix en Provence | 2019/05/10 11:30 | Alexey Vatutin v Benjamin Hassan | 7-5,7-6 |
| Challenger Aix en Provence | 2019/05/09 13:35 | Viktor Troicki v Benjamin Hassan | 2-6,2-6 |
| Challenger Aix en Provence | 2019/05/08 08:30 | Benjamin Hassan v Denis Istomin | 6-4,6-2 |
| Challenger Aix en Provence | 2019/05/07 08:00 | Benjamin Hassan v Daniel Gimeno-Traver | 6-3,6-3 |
| Challenger Savannah | 2019/04/29 15:35 | Alexandre Muller v Benjamin Hassan | 6-1,5-7,7-6 |
| Challenger Tallahassee | 2019/04/23 18:25 | Benjamin Hassan v Thai-Son Kwiatkowski | 3-6,3-6 |
| Challenger Tallahassee | 2019/04/22 14:00 | Benjamin Hassan v Johannes Haerteis | 6-4,6-1 |
| Challenger Sarasota | 2019/04/15 14:00 | Benjamin Hassan v Zane Khan | 3-6,2-6 |
| 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 |
| ITF M25 Vic | 2019/05/22 13:30 | Jacopo Berrettini v Felipe Meligeni Rodrigues Alves | 6-4,6-2 |
| ATP Rome | 2019/05/11 15:25 | Taylor Fritz v Jacopo Berrettini | 6-4,6-3 |
| Challenger Francavilla | 2019/04/22 11:20 | Riccardo Bonadio v Jacopo Berrettini | 7-5,3-6,6-3 |
| ITF M15 Tabarka | 2019/04/18 12:00 | Maxime Hamou v Jacopo Berrettini | 6-4,6-2 |
| ITF M15 Tabarka | 2019/04/17 10:10 | Simon Freund v Jacopo Berrettini | 3-6,3-6 |
| Challenger Barletta | 2019/04/12 16:00 | Mohamed Safwat v Jacopo Berrettini | 6-1,6-3 |