Stadion: Court 2 Round: 25 Ground: Hardcourt outdoor
| Challenger - Portoroz | 2019/08/14 16:00 | Alessandro Bega v Sergiy Stakhovsky | 1-6,5-7 |
| Challenger - Portoroz | 2019/08/12 08:00 | Tom Jomby v Alessandro Bega | 3-6,0-6 |
| Challenger - Manerbio | 2019/08/05 15:35 | Tomas Martin Etcheverry v Alessandro Bega | 6-3,6-2 |
| Challenger - Segovia | 2019/07/29 16:00 | Alessandro Bega v Andres Artunedo Martinavarr | 3-6,6-3,0-6 |
| Challenger - Tampere | 2019/07/23 15:15 | Alessandro Bega v Patrik Niklas-Salminen | 6-4,6-7,6-7 |
| Challenger - San Benedetto | 2019/07/15 12:05 | Andrea Pellegrino v Alessandro Bega | 7-5,6-3 |
| Challenger - Recanati | 2019/07/04 15:40 | Alessandro Bega v Mats Moraing | 3-6,2-6 |
| Challenger - Recanati | 2019/07/03 17:30 | Lorenzo Giustino v Alessandro Bega | 6-7,2-6 |
| ITF - M15 - Kiryat Shmona | 2019/08/20 07:15 | Jesse Ross v Yaron Guberman | 6-3,6-4 |
| ITF - M15 - Kiryat Shmona | 2019/08/19 09:30 | Jesse Ross v Ido Zonder | 6-4,6-0 |
| ITF - M15 - Santa Cristina | 2019/08/12 11:40 | Nicola Cigna v Jesse Ross | 6-3,6-4 |
| ITF - M25 - Pontedera | 2019/07/22 13:00 | Francesco Maestrelli v Jesse Ross | 6-2,6-4 |
| ITF - M15 - Uriage | 2019/07/15 08:30 | Raphael Lambling v Jesse Ross | 6-3,2-6,10-8 |
| ITF - M15 - Singapur | 2019/06/11 02:00 | Jesse Ross v Christian Didier Chin | 6-4,1-6,8-10 |
| ITF - M15 - Singapur | 2019/06/10 02:00 | Jesse Ross v Danielle Abadia | 5-7,6-3,13-11 |
| ITF - M15 - Singapur | 2019/06/04 02:00 | Jesse Ross v Jose Joaquin M Cisneros | 4-6,4-6 |