Round: 45 Ground: Clay
| ITF M15 Opava | 2019/10/30 12:05 | Petr Nouza v Khomentovskiy, Matvey | 6-3,6-2 |
| Liberec, Simples M-ITF-CZE-08A | 2019/10/23 08:00 | Petr Nouza v Khomentovskiy, Matvey | 6-3,6-2 |
| Olomouc, Singles M-ITF-CZE-07A | 2019/10/16 10:55 | Stanek, Robin v Khomentovskiy, Matvey | 6-4,6-1 |
| ITF - M15 Shymkent | 2019/09/21 04:00 | Khomentovskiy, Matvey v Alexey Zakharov | 3-6,4-6 |
| ITF - M15 Shymkent | 2019/09/20 06:40 | Khomentovskiy, Matvey v Korolev, Vladimir | 6-2,7-5 |
| ITF - M15 Shymkent | 2019/09/19 08:45 | Alexandr Binda v Khomentovskiy, Matvey | 5-7,3-6 |
| ITF - M15 Shymkent | 2019/09/18 10:10 | Khomentovskiy, Matvey v Blekher, Gleb | 2-6,6-2,6-4 |
| ITF - M15 Shymkent | 2019/09/17 05:35 | Khomentovskiy, Matvey v Korobeynikov, Grigoriy | 6-3,6-3 |
| ITF M15 Opava | 2019/10/30 16:35 | Stepanek, Antonin v Daniel Siniakov | 7-6,6-3 |
| Challenger - Prostejov | 2019/06/02 14:50 | Wang, Tak Khunn v Daniel Siniakov | 6-4,6-1 |