Stadium: Court 9 Round: 25 Ground: Clay
| ITF - M15 Shymkent | 2019/09/17 05:35 | Khomentovskiy, Matvey v Korobeynikov, Grigoriy | 6-3,6-3 |
| ITF - M15 Shymkent | 2019/09/16 05:50 | Khomentovskiy, Matvey v Cherkasau, Artsiom | 6-1,6-4 |
| ITF - M15 Shymkent | 2019/09/14 05:00 | Davydov, Ivan v Khomentovskiy, Matvey | 6-2,3-6,6-1 |
| ITF - M15 Shymkent | 2019/09/13 04:30 | Khomentovskiy, Matvey v Korolev, Vladimir | 6-4,7-6 |
| ITF - M15 Shymkent | 2019/09/12 08:10 | Lozan, Kristian v Khomentovskiy, Matvey | 7-6,2-6,6-7 |
| ITF - M15 Shymkent | 2019/09/11 04:00 | Maulenov, Timur v Khomentovskiy, Matvey | 6-7,6-7 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/20 07:00 | Khomentovskiy, Matvey v Giovanni Calvano | 5-7,0-6 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/19 09:00 | Khomentovskiy, Matvey v Alexey Dubinin | 6-1,6-3 |
| ITF - M15 Shymkent | 2019/09/17 05:15 | Blekher, Gleb v Kutybaev, Sanetulla | 6-3,6-4 |
| ITF - M15 Shymkent | 2019/09/16 07:55 | Blekher, Gleb v Makhmudov, Isfandiyor | 6-2,6-2 |
| ITF - M15 Shymkent | 2019/09/11 08:10 | Blekher, Gleb v Tan, Li-Wie | 6-2,4-6,4-6 |
| ITF - M15 Shymkent | 2019/09/10 04:00 | Blekher, Gleb v Pjontek, Sebastian | 4-6,7-6,11-9 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/19 07:00 | Desyatnik, Anton v Blekher, Gleb | 6-3,2-6,10-3 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/13 07:00 | Sabanin, Yan v Blekher, Gleb | 6-4,6-3 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/12 09:00 | Sokolovskiy, Mikhail v Blekher, Gleb | 5-7,7-6,9-11 |
| Ystad, Singles M-ITF-SWE-03A | 2019/08/06 09:50 | Blekher, Gleb v Arvidsson Ehn, Jakob | 6-3,3-6,6-10 |