Round: 44 Ground: Clay
| ITF M15 Tabarka | 2019/08/12 15:30 | Simone Cacciapuoti v Giannicola Misasi | 2-6,1-6 |
| ITF M15 Tabarka | 2019/08/12 08:30 | Simone Cacciapuoti v Tommaso Vescovi | 7-5,6-1 |
| ITF M15 Tabarka | 2019/08/08 10:15 | Corentin Denolly v Simone Cacciapuoti | 6-2,6-1 |
| ITF M15 Tabarka | 2019/08/07 15:00 | Anwar Elkamony v Simone Cacciapuoti | 0-6,0-6 |
| ITF M15 Tabarka | 2019/08/05 15:00 | Simone Cacciapuoti v Marco Zotti | 6-3,6-3 |
| ITF M15 Tabarka | 2019/08/05 07:30 | Simone Cacciapuoti v Feliksas Sakalauskas | 4-6,6-4,10-5 |
| ITF M15 Tabarka | 2019/07/29 07:30 | Mattia Barducci v Simone Cacciapuoti | 6-2,6-7,10-4 |
| ITF M25 Pontedera | 2019/07/22 17:00 | Ivan Sabanov v Simone Cacciapuoti | 6-1,6-1 |
| ITF M15 Antalya | 2019/11/24 07:00 | Rail Ibragimov v Mihailo Radosavljevic | 6-4,6-3 |
| ITF M15 Antalya | 2019/11/18 07:00 | Mihailo Radosavljevic v Vladimir Filip | 5-7,1-6 |
| ITF M15 Antalya | 2019/11/17 06:30 | Enes Donmezer v Mihailo Radosavljevic | 4-6,4-6 |
| ITF M15 Burgas | 2019/10/06 08:00 | Dian Nedev v Mihailo Radosavljevic | 6-4,6-2 |
| ITF M15 Zlatibor | 2019/09/18 07:30 | Mihailo Radosavljevic v Filip Misolic | 3-6,2-6 |
| ITF M15 Zlatibor | 2019/09/17 07:00 | Sabit Suntic v Mihailo Radosavljevic | 4-6,2-6 |
| ITF M15 Zlatibor | 2019/09/16 10:30 | Mihailo Radosavljevic v Melik Feler | 6-0,6-2 |
| ITF M15 Novi Sad | 2019/08/05 10:30 | Mihailo Radosavljevic v Shendrit Deari | 3-6,6-7 |