Stadium: Court 3 Round: 44 Ground: Hardcourt outdoor
| 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 M15 Novi Sad | 2021/08/01 08:30 | Tadija Radovanovic v Alan Postay | 2-6,2-6 |
| ITF M15 Novi Sad | 2021/07/25 12:00 | Rrezart Cungu v Tadija Radovanovic | 7-6,6-3 |
| ITF M15 Doboj | 2021/07/11 12:30 | Petar Jovanovic v Tadija Radovanovic | 6-3,6-2 |
| ITF M25 Velenje | 2021/07/05 09:00 | Domagoj Biljesko v Tadija Radovanovic | 6-4,4-6,11-9 |
| ITF M15 Jerusalem | 2021/05/09 08:30 | Tom Saporta v Alexander Gaponenko | 3-6,5-7 |
| ITF M15 Ramat Hasharon | 2021/05/02 07:00 | Keenan Mayo v Tom Saporta | 6-3,6-3 |