Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Johannesburg Qual | 2021/09/19 07:00 | Tom Saporta v Tadija Radovanovic | 4-6,5-7 |
| ITF M25 Johannesburg | 2021/09/13 13:25 | Dylan Salton v Tadija Radovanovic | 6-3,6-4 |
| ITF M25 Johannesburg | 2021/09/13 07:30 | Tadija Radovanovic v Boitshepo Maake | 6-1,6-3 |
| ITF M25 Johannesburg | 2021/09/12 09:00 | Tadija Radovanovic v Tom Saporta | 6-3,3-6,10-4 |
| UTR Pro Tennis Series Sofia | 2021/09/02 11:30 | Ioan Alexandru Chirita v Tadija Radovanovic | 6-1,6-5 |
| UTR Pro Tennis Series Sofia | 2021/09/01 09:30 | Tadija Radovanovic v Ivan Mikhaylyuk | 2-6,6-3,4-6 |
| UTR Pro Tennis Series Sofia | 2021/08/31 06:30 | Tadija Radovanovic v Alexandru Luca | 6-3,6-2 |
| UTR Pro Tennis Series Sofia | 2021/08/30 07:00 | Leonid Sheyngezikht v Tadija Radovanovic | 6-2,6-3 |
| ITF M25 Johannesburg Qual | 2021/09/19 07:00 | Jacob Pieter Lubbe v Sahar Simon | 1-6,0-6 |
| ITF M25 Johannesburg | 2021/09/18 09:40 | Jeremy Beale v Sahar Simon | 6-4,6-4 |
| ITF M25 Johannesburg | 2021/09/17 09:55 | Sahar Simon v Filip Peliwo | 3-6,6-2,6-4 |
| ITF M25 Johannesburg | 2021/09/16 12:50 | Kelsey Stevenson v Sahar Simon | 2-6,6-4,2-6 |
| ITF M25 Johannesburg | 2021/09/15 08:00 | Peter Goldsteiner v Sahar Simon | 2-6,2-6 |
| ITF M25 Johannesburg | 2021/09/13 13:10 | Sahar Simon v Wian Roothman | 6-2,7-5 |
| ITF M25 Johannesburg | 2021/09/13 09:15 | Sahar Simon v Seth Seely | 6-1,6-2 |
| ITF M25 Johannesburg | 2021/09/12 10:40 | Sahar Simon v Guy Dagan | 6-1,6-1 |