| UTR Pro Tennis Series Sofia | 2021/09/04 07:00 | Ioan Alexandru Chirita v Volodymyr Uzhylovskyi | 4-3 |
| 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 |
| UTR Pro Tennis Series Nis | 2021/10/10 08:00 | Christos Keisidis v Vladimir Popov | 6-1,5-2 |
| UTR Pro Tennis Series Nis | 2021/10/09 13:15 | Aleksandar Ljubojevic v Vladimir Popov | 4-6,5-7 |
| UTR Pro Tennis Series Nis | 2021/10/08 18:15 | Petar Pjevcevic v Vladimir Popov | 2-6,6-0,5-1 |
| UTR Pro Tennis Series Nis | 2021/10/07 14:00 | Duje Kekez v Vladimir Popov | 6-0,5-1 |
| UTR Pro Tennis Series Nis | 2021/10/05 10:30 | Ivan Denisov v Vladimir Popov | 6-2,5-4 |
| UTR Pro Tennis Series Nis | 2021/10/04 08:30 | Vladimir Popov v Lazar Radenkovic | 6-1,5-2 |
| UTR Pro Tennis Series Sofia | 2021/09/02 07:00 | Vladimir Popov v Christos Keisidis | 7-6,6-7,3-6 |
| UTR Pro Tennis Series Sofia | 2021/09/01 11:00 | Mick Lescure v Vladimir Popov | 1-6,4-6 |