Stadium: Court 6 Round: 25 Ground: Clay
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/04/11 10:50 | Lindell, Christian v Simon Freund | 6-3,0-6,6-2 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/04/10 11:40 | Cordonnier, Gregorio v Simon Freund | 2-6,5-7 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/04/08 14:00 | Simon Freund v Paul Valsecchi | 6-4,6-2 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/04/03 10:25 | Simon Freund v Luigi Sorrentino | 7-5,4-6,3-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/04/01 12:30 | Simon Freund v Krainer, L. | 6-0,6-3 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/14 17:45 | Simon Freund v Kohen, Alan | 3-6,3-6 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/13 21:50 | Botezan, George v Simon Freund | 7-6,3-6,3-6 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/12 17:30 | Simon Freund v Ferreira, Joao (Por) | 6-2,6-0 |
| Challenger - Barletta | 2019/04/12 16:00 | Mohamed Safwat v Jacopo Berrettini | 6-1,6-3 |
| Challenger - Barletta | 2019/04/11 11:30 | Jacopo Berrettini v Lorenzo Giustino | 4-6,7-6,6-4 |
| Challenger - Barletta | 2019/04/10 08:00 | Jurij Rodionov v Jacopo Berrettini | 3-6,4-6 |
| ITF - M15 Sharm El Sheikh | 2019/03/27 11:05 | Vivero Gonzalez, Pablo v Jacopo Berrettini | 6-4,6-4 |
| ITF - M15 Sharm El Sheikh | 2019/03/21 10:45 | Kacper Zuk v Jacopo Berrettini | 6-0,7-6 |
| ITF - M15 Sharm El Sheikh | 2019/03/20 08:00 | Brugnerotto, Marco v Jacopo Berrettini | 1-6,2-6 |
| ITF - M15 Sharm El Sheikh | 2019/03/17 08:00 | Lukas Klein v Jacopo Berrettini | 6-4,6-4 |
| ITF - M15 Sharm El Sheikh | 2019/03/16 08:00 | Jacopo Berrettini v Daniel Altmaier | 6-1,6-2 |