| UTR Pro Tennis Series Sofia | 2021/09/01 09:30 | Leonid Sheyngezikht v Alexandru Luca | 6-3,6-2 |
| UTR Pro Tennis Series Sofia | 2021/08/31 06:30 | Leonid Sheyngezikht v Ivan Mikhaylyuk | 6-2,7-5 |
| UTR Pro Tennis Series Sofia | 2021/08/30 07:00 | Leonid Sheyngezikht v Tadija Radovanovic | 6-2,6-3 |
| ITF M15 Cairo | 2021/08/03 08:55 | Vladislav Ivanov v Leonid Sheyngezikht | 7-6,6-2 |
| ITF M15 Cairo | 2021/08/03 07:30 | Vladislav Ivanov v Leonid Sheyngezikht | 7-6,6-2 |
| ITF M15 Cairo | 2021/08/02 09:30 | Mohab Hamed v Leonid Sheyngezikht | 0-6,3-6 |
| ITF M15 Cairo | 2021/08/01 12:30 | Ali Habib v Leonid Sheyngezikht | 4-6,3-6 |
| ITF M15 Cairo | 2021/07/26 08:00 | Facundo Arias Bisso v Leonid Sheyngezikht | 7-5,6-1 |
| UTR Pro Tennis Series Sofia | 2021/09/01 11:00 | Mihael Mihaylov v Viktor Markov | 6-7,2-6 |
| UTR Pro Tennis Series Sofia | 2021/08/31 11:00 | Mick Lescure v Viktor Markov | 3-6,4-5 |
| UTR Pro Tennis Series Sofia | 2021/08/30 07:00 | Viktor Markov v Vladimir Popov | 6-3,7-6 |