Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| Portoroz, Slovénie | 2019/08/14 16:00 | Bega, Alessandro v Stakhovsky, Sergiy | 1-6,5-7 |
| Portoroz, Slovénie | 2019/08/12 08:00 | Jomby, Tom v Bega, Alessandro | 3-6,0-6 |
| Challenger Manerbio | 2019/08/05 15:35 | Tomas Martin Etcheverry v Bega, Alessandro | 6-3,6-2 |
| Segovia, Spain | 2019/07/29 16:00 | Bega, Alessandro v Artunedo Martinav. | 3-6,6-3,0-6 |
| Challenger Tampere | 2019/07/23 15:15 | Bega, Alessandro v Niklas-Salminen, Patrick | 6-4,6-7,6-7 |
| Challenger San Benedetto | 2019/07/15 12:05 | Andrea Pellegrino v Bega, Alessandro | 7-5,6-3 |
| Challenger Recanati | 2019/07/04 15:40 | Bega, Alessandro v Moraing, Mats | 3-6,2-6 |
| Challenger Recanati | 2019/07/03 17:30 | Lorenzo Giustino v Bega, Alessandro | 6-7,2-6 |
| Kiryat Shmona, Singles M-ITF-ISR-04A | 2019/08/20 07:15 | Ross, Jesse v Guberman, Yaron | 6-3,6-4 |
| Kiryat Shmona, Singles M-ITF-ISR-04A | 2019/08/19 09:30 | Ross, Jesse v Zonder, Ido | 6-4,6-0 |
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/12 11:40 | Cigna, Nicola v Ross, Jesse | 6-3,6-4 |
| Pontedera, Singles M-ITF-ITA-15A | 2019/07/22 13:00 | Francesco Maestrelli v Ross, Jesse | 6-2,6-4 |
| Uriage, Singles M-ITF-FRA-12A | 2019/07/15 08:30 | Lambling, Raphael v Ross, Jesse | 6-3,2-6,10-8 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/06/11 02:00 | Ross, Jesse v Chin, Christian Didier | 6-4,1-6,8-10 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/06/10 02:00 | Ross, Jesse v Abadia, Danielle | 5-7,6-3,13-11 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/06/04 02:00 | Ross, Jesse v Miranda Cisneros, Jose Joaquin | 4-6,4-6 |