Stadium: Court 2 Round: 45 Ground: Hardcourt outdoor
| ITF M25 Roehampton | 2019/07/29 10:20 | Bierman, Rikhardt v Benya, Roee | 6-3,6-3 |
| Kiryat Shmona, Singles M-ITF-ISR-04A | 2019/08/26 06:00 | Benya, Roee v Dray, Eitan | 6-2,6-0 |
| Kiryat Shmona, Singles M-ITF-ISR-04A | 2019/08/20 09:05 | Benya, Roee v Amoyal, Ofek | 1-6,6-4,9-11 |
| Kiryat Shmona, Singles M-ITF-ISR-04A | 2019/08/19 07:00 | Benya, Roee v Cohen, Amit | 6-2,6-3 |
| Chiswick, Singles W-ITF-GBR-09A | 2019/08/05 14:35 | Benya, Roee v Gueydan, Quentin | 3-6,4-6 |
| ITF M25 Roehampton | 2019/07/29 10:20 | Bierman, Rikhardt v Benya, Roee | 6-3,6-3 |
| Netanya, Singles Qualifying M-ITF-ISR-03A | 2019/06/19 06:30 | Benya, Roee v Demetris Azoides | 6-7,6-7 |
| ITF M15 Akko | 2019/06/13 07:00 | Benya, Roee v Soares Klier, Gilbert | 6-2,4-6,0-6 |
| ITF M15 Akko | 2019/06/11 09:55 | Benya, Roee v Zemel, Yankel | 7-5,4-6,6-3 |
| ITF M15 Sintra | 2019/08/13 13:30 | Bierman, Rikhardt v Cabral, Francisco | 0-6,6-2,2-6 |
| ITF M15 Sintra | 2019/08/13 09:00 | Rodrigues, Pedro Gabriel v Bierman, Rikhardt | 7-5,6-7,10-5 |
| ITF M15 Sintra | 2019/08/12 09:00 | Brancal, Ricardo v Bierman, Rikhardt | 0-6,3-6 |
| ITF M25 Roehampton | 2019/07/29 15:05 | Hendrik Jebens v Bierman, Rikhardt | 6-1,6-0 |
| ITF M25 Roehampton | 2019/07/29 10:20 | Bierman, Rikhardt v Benya, Roee | 6-3,6-3 |
| ITF M15 Cancun | 2019/07/16 15:00 | Bierman, Rikhardt v Statham, Mikal | 4-6,2-6 |
| ITF M15 Cancun | 2019/07/08 17:30 | Bierman, Rikhardt v Acob, Zandrix | 1-6,4-6 |
| ITF M15 Cancun | 2019/07/03 15:35 | Bierman, Rikhardt v Nicolas Mejia | 1-6,2-6 |