Stadium: Court 8 Round: 54 Ground: Clay
| 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 Novi Sad | 2019/08/15 09:40 | Khomentovskiy, Matvey v Voronin, Dimitriy | 6-1,3-6,6-7 |
| ITF M15 Novi Sad | 2019/08/14 09:30 | Khomentovskiy, Matvey v Admir Kalender | 6-1,6-1 |
| ITF - M15 Shymkent | 2019/09/10 05:15 | Cherkasau, Artsiom v Beibit Zhukayev | 2-6,2-6 |
| ITF - M15 Shymkent | 2019/09/09 05:50 | Uvarov, Andrey v Cherkasau, Artsiom | 6-1,5-7,7-10 |
| Ust-Kamenogorsk, Singles M-ITF-KAZ-06A | 2019/08/28 05:30 | Cherkasau, Artsiom v Blokhin, Roman | 4-6,5-7 |
| Ust-Kamenogorsk, Singles M-ITF-KAZ-06A | 2019/08/27 04:00 | Gurevich, Victor v Cherkasau, Artsiom | 1-6,6-2,10-12 |
| Ust-Kamenogorsk, Singles M-ITF-KAZ-06A | 2019/08/26 04:00 | Cherkasau, Artsiom v Kozyrev, Klim | 6-3,6-4 |
| Minsk, Singles M-ITF-BLR-01A | 2019/08/19 07:00 | Volfson, David v Cherkasau, Artsiom | 6-2,7-5 |
| ITF Belarus F2 | 2018/08/11 07:00 | Berg, Conor v Cherkasau, Artsiom | 6-0,6-0 |
| ITF Belarus F1 Qual | 2018/08/05 07:00 | Mert Alkaya v Cherkasau, Artsiom | 6-0,6-0 |