Stadium: Court 3 Round: 62 Ground: Clay
| ITF - M15 Sofia | 2021/07/08 07:00 | Nicolae Frunza v Leonid Sheyngezikht | 7-6,6-0 |
| ITF - M15 Sofia | 2021/07/07 06:50 | Dmitrii Vasilev v Leonid Sheyngezikht | 0-6,2-6 |
| 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 Cairo | 2021/01/17 10:30 | Abdalla Genidy v Piotr Matuszewski | 0-6,3-6 |
| ITF - M15 Cairo | 2021/01/10 07:00 | Franco Agamenone v Abdalla Genidy | 6-2,6-1 |
| ITF - M15 Cairo | 2021/01/04 08:00 | Abdalla Genidy v Alec Beckley | 2-6,2-6 |