Stadium: Court 3 Round: 62 Ground: Clay
| ITF M15 St Petersburg Qual | 2021/04/11 11:00 | Leonid Sheyngezikht v Alexander Zgirovsky | 6-4,4-6,4-10 |
| ITF M15 St Petersburg | 2021/04/05 07:00 | Leonid Sheyngezikht v Alexandr Binda | 2-6,4-6 |
| ITF M15 St Petersburg | 2021/04/04 11:55 | Alafia Ayeni v Leonid Sheyngezikht | 4-6,2-6 |
| ITF M15 Kazan | 2021/03/08 07:00 | Daniel Ibragimov v Leonid Sheyngezikht | 4-6,6-4,10-8 |
| ITF M15 St Petersburg Qual | 2021/02/07 10:00 | Alexander Cozbinov v Leonid Sheyngezikht | 6-4,6-3 |
| ITF M15 St Petersburg | 2021/02/01 07:00 | Daniil Glinka v Leonid Sheyngezikht | 6-3,6-4 |
| ITF M15 St Petersburg | 2021/01/31 10:10 | Leonid Sheyngezikht v A.J Catanzariti | 6-2,6-2 |
| ITF M15 Cairo | 2020/12/08 09:00 | Ivan Denisov v Leonid Sheyngezikht | 3-6,6-2,10-7 |
| 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 |