Stadium: Court 8 Round: 27 Ground: Clay
| 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 Kalender, Admir | 6-1,6-1 |
| ITF M15 Novi Sad | 2019/08/13 08:00 | Khomentovskiy, Matvey v Hu, Xin | 6-4,3-6,10-5 |
| ITF M15 Novi Sad | 2019/08/09 11:20 | Khomentovskiy, Matvey v Kekez, Duje | 1-6,1-6 |
| ITF - M15 Shymkent | 2019/09/12 04:00 | Cing-Yang Meng v Korolev, Vladimir | 1-6,3-6 |
| ITF - M15 Shymkent | 2019/09/11 08:00 | Korobeynikov, Grigoriy v Korolev, Vladimir | 6-2,1-6,4-6 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/22 07:00 | Mikalai Haliak v Korolev, Vladimir | 3-6,6-0,6-3 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/21 11:25 | Korolev, Vladimir v Dzhanashia, Shalva | 6-3,6-1 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/20 07:00 | Korolev, Vladimir v Atlangeriev, Bekkhan | 6-1,6-1 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/19 07:00 | Korolev, Vladimir v Beresnev, Stepan | 6-3,6-1 |
| Moscow, Singles M-ITF-RUS-04A | 2019/08/13 07:00 | Korolev, Vladimir v Procopio, Alessandro | 6-3,1-6,9-11 |
| ITF M15 Eupen | 2019/08/06 12:10 | Korolev, Vladimir v Denis Klok | 2-6,1-6 |