Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Johannesburg | 2021/09/21 07:00 | Leonid Sheyngezikht v Ethan D Sibanda | 6-1,6-0 |
| ITF M25 Johannesburg | 2021/09/20 07:00 | Leonid Sheyngezikht v Andreas Scott | 6-2,6-1 |
| ITF M25 Johannesburg | 2021/09/19 09:45 | Leonid Sheyngezikht v Brandon Levendale | 6-0,6-0 |
| ITF M25 Johannesburg | 2021/09/15 09:30 | Leonid Sheyngezikht v Benjamin Lock | 2-6,6-4,6-7 |
| ITF M25 Johannesburg | 2021/09/13 11:30 | Leonid Sheyngezikht v Anro Nel | 6-0,6-2 |
| ITF M25 Johannesburg | 2021/09/13 07:25 | Leonid Sheyngezikht v Neil Oberleitner | 6-3,1-6,10-4 |
| UTR Pro Tennis Series Sofia | 2021/09/03 08:30 | Alexandar Lazarov v Leonid Sheyngezikht | 6-3,5-2 |
| UTR Pro Tennis Series Sofia | 2021/09/02 10:00 | Leonid Sheyngezikht v Viktor Markov | 6-2,5-3 |
| ITF M25 Johannesburg | 2021/09/21 07:00 | Menelaos Efstathiou v Preston Brown | 6-2,6-2 |
| ITF M25 Johannesburg | 2021/09/20 08:45 | Menelaos Efstathiou v Nikolai C Hensberg | 6-2,6-0 |
| ITF M25 Johannesburg | 2021/09/19 11:50 | Menelaos Efstathiou v Benjamin Scott | 6-0,6-2 |
| ITF M25 Johannesburg | 2021/09/16 09:40 | Menelaos Efstathiou v Dylan Salton | 2-6,4-6 |
| ITF M25 Johannesburg | 2021/09/15 09:40 | Menelaos Efstathiou v Luc Koenig | 6-2,4-6,6-2 |
| ITF M25 Johannesburg | 2021/09/13 12:10 | Menelaos Efstathiou v Daniil Savelev | 6-1,6-3 |
| ITF M25 Johannesburg | 2021/09/13 07:30 | Menelaos Efstathiou v Adi Dagan | 6-2,6-0 |
| ITF M25 Johannesburg | 2021/09/12 09:15 | Menelaos Efstathiou v Henning Ebersohn | 6-1,6-2 |