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