Stadium: Court 1 Round: 25 Ground: Clay
| ITF - M15 Antalya | 2021/06/13 07:30 | Pietro Marino v Dmitrii Vasilev | 6-1,6-1 |
| ITF - M15 Antalya | 2021/06/07 13:25 | Daniel Antonio Nunez v Dmitrii Vasilev | 6-1,6-1 |
| ITF - M15 Skopje | 2021/06/06 13:30 | Dmitrii Vasilev v Taiyo Yamanaka | 3-6,6-7 |
| ITF - M15 Antalya | 2021/06/06 07:30 | Dmitrii Vasilev v Efe Comu | 6-3,6-7,10-8 |
| ITF - M15 Novomoskovsk | 2021/05/31 06:15 | Alexander Zgirovsky v Dmitrii Vasilev | 6-1,6-1 |
| ITF - M15 Skopje | 2021/05/30 12:30 | Dmitrii Vasilev v Samuele Pieri | 4-6,4-6 |
| ITF - M15 Novomoskovsk | 2021/05/30 06:15 | Tommaso Vescovi v Dmitrii Vasilev | 6-7,5-7 |
| ITF - M15 Novomoskovsk | 2021/05/23 08:00 | Michal Mikula v Dmitrii Vasilev | 6-1,6-3 |
| ITF - M15 Sofia | 2021/07/05 11:30 | Leonid Sheyngezikht v Franco Roncadelli | 6-2,6-2 |
| ITF - M15 Sofia | 2021/07/05 07:00 | Plamen Milushev v Leonid Sheyngezikht | 3-6,6-3,9-11 |
| ITF - M15 Sofia | 2021/07/04 07:30 | Vlad Andrei Dumitru v Leonid Sheyngezikht | 1-6,4-6 |
| ITF - M25 Belgrad | 2021/06/29 08:40 | Leonid Sheyngezikht v Dusan Milanovic | 6-3,4-6,10-12 |
| ITF - M25 Belgrad | 2021/06/28 10:00 | Leonid Sheyngezikht v Giovanni Oradini | 3-6,6-3,10-5 |
| ITF - M25 Belgrad | 2021/06/27 09:00 | Aleksa Daskalovic v Leonid Sheyngezikht | 4-6,2-6 |
| ITF - M15 Skopje | 2021/06/08 07:30 | Petr Michnev v Leonid Sheyngezikht | 6-2,2-6,10-6 |
| ITF - M15 Skopje | 2021/06/07 08:30 | Leonid Sheyngezikht v Ondrej Horak | 6-0,7-5 |