| UTR Pro Tennis Series Sofia | 2021/09/03 10:00 | Ioan Alexandru Chirita v Mihael Mihaylov | 7-5,5-3 |
| 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 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 |
| UTR Pro Tennis Series Sofia | 2021/09/03 10:00 | Ivailo Keremedchiev v Volodymyr Uzhylovskyi | 3-6,6-6 |
| UTR Pro Tennis Series Sofia | 2021/09/01 06:30 | Volodymyr Uzhylovskyi v George Lazarov | 1-6,6-1,1-5 |
| UTR Pro Tennis Series Sofia | 2021/08/31 09:30 | Volodymyr Uzhylovskyi v Warren Sinius | 6-2,5-4 |
| UTR Pro Tennis Series Sofia | 2021/08/30 13:30 | Valentin Vanta v Volodymyr Uzhylovskyi | 6-2,6-3 |
| UTR Pro Tennis Series Portoroz | 2021/08/27 12:00 | Vladan Tadic v Volodymyr Uzhylovskyi | 5-7,2-6 |
| UTR Pro Tennis Series Portoroz | 2021/08/26 07:00 | Nik Razborsek v Volodymyr Uzhylovskyi | 6-3,5-7,5-7 |
| UTR Pro Tennis Series Portoroz | 2021/08/25 10:00 | Olexiy Kolisnyk v Volodymyr Uzhylovskyi | 6-1,6-1 |
| UTR Pro Tennis Series Portoroz | 2021/08/17 12:30 | Volodymyr Uzhylovskyi v Max Lukman | 6-1,5-1 |