| UTR Pro Tennis Series Sofia | 2021/09/01 06:30 | Ioan Alexandru Chirita v Veselin Kiselkov | 6-2,6-2 |
| UTR Pro Tennis Series Sofia | 2021/08/31 11:00 | Ioan Alexandru Chirita v Adriano Dzhenev | 6-3,2-6,0-5 |
| UTR Pro Tennis Series Sofia | 2021/08/30 10:00 | Ioan Alexandru Chirita v Simeon Terziev | 4-6,6-3,3-6 |
| ITF M25 Bacau | 2021/08/17 09:15 | Ray Ho v Ioan Alexandru Chirita | 6-4,6-0 |
| ITF M25 Bacau | 2021/08/16 13:30 | Ioan Alexandru Chirita v Mihai Razvan Marinescu | 6-1,7-6 |
| ITF M15 Curtea de Arges | 2021/08/09 07:00 | Ioan Alexandru Chirita v Stefan Palosi | 1-6,3-6 |
| ITF M25 Pitesti | 2021/08/03 10:20 | Ioan Alexandru Chirita v Dan Alexandru Tomescu | 4-6,0-6 |
| UTR Pro Tennis Series Bucharest | 2021/06/05 10:00 | Ioan Alexandru Chirita v Valentin Vanta | 2-6,6-3,4-6 |
| 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 M25 Velenje | 2021/07/04 07:30 | Drazen Petrovic v Tadija Radovanovic | 4-6,3-6 |