Stadium: Hard Court 9 Round: 54 Ground: Hardcourt outdoor
| ITF - M15 Héraklion | 2019/05/13 07:00 | Ianakiev, Milen v Jack Gibbens | 6-2,6-7,10-8 |
| ITF - M15 Héraklion | 2019/05/07 07:00 | Kapiris, Stamatis v Jack Gibbens | 6-4,7-5 |
| ITF M15 Las Palmas | 2019/04/29 14:00 | Jack Gibbens v Coppini, Alessandro | 6-4,1-6,2-10 |
| ITF - M25 Sunderland | 2019/04/08 08:00 | Jack Gibbens v Scott Duncan | 3-6,5-7 |
| ITF - M15 Antalya | 2019/02/04 07:00 | Sho Shimabukuro v Jack Gibbens | 6-0,6-0 |
| ITF - M15 Manacor | 2019/01/07 09:00 | Uspensky, Dennis v Jack Gibbens | 6-4,6-4 |
| ITF Greece F8 | 2018/11/11 08:00 | Dimitrov, Martin v Jack Gibbens | 6-3,6-4 |
| ITF Greece F8 | 2018/11/10 07:30 | Jack Gibbens v Kurita, Kenta | 3-6,6-1,7-6 |
| ITF - M15 Héraklion | 2019/05/20 07:00 | Calum Puttergill v Benya, Roee | 6-2,6-1 |
| ITF - M15 Héraklion | 2019/05/14 07:00 | Benya, Roee v Boris Pokotilov | 5-7,4-6 |
| ITF - M15 Héraklion | 2019/05/13 07:00 | Luria, Emmanuel v Benya, Roee | 4-6,6-2,6-10 |
| ITF M15 Sozopol | 2019/05/08 07:00 | Benya, Roee v Niv, Benjamin | 7-6,3-6,5-7 |
| ITF M15 Sozopol | 2019/05/07 09:00 | Ontica, Cosmin v Benya, Roee | 6-7,6-1,8-10 |
| ITF M15 Sozopol | 2019/05/06 08:30 | Demeroutis, Nicolas v Benya, Roee | 2-6,1-6 |
| Tel Aviv, Singles Qualifying M-ITF-ISR-01A | 2019/03/26 11:30 | Aliaksandr Liaonenka v Benya, Roee | 7-5,6-4 |
| ITF Israel F14 | 2018/10/13 06:00 | Elbaz, Shahar v Benya, Roee | 6-3,6-1 |