| 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 |
| ITF - M25 Pitesti | 2021/08/03 10:20 | Ioan Alexandru Chirita v Dan Alexandru Tomescu | 4-6,0-6 |
| UTR Pro Tennis Series - Sofia | 2021/09/02 13:45 | Mihael Mihaylov v Milen Ianakiev | 6-4,3-6,5-2 |
| UTR Pro Tennis Series - Sofia | 2021/09/01 11:00 | Mihael Mihaylov v Viktor Markov | 6-7,2-6 |
| UTR Pro Tennis Series - Sofia | 2021/08/31 11:00 | Mihael Mihaylov v Vladimir Popov | 1-6,3-5 |
| UTR Pro Tennis Series - Sofia | 2021/08/30 08:30 | Mihael Mihaylov v Mick Lescure | 6-2,6-3 |
| UTR Pro Tennis Series - Sofia | 2021/08/29 12:30 | Mihael Mihaylov v Alexandar Lazarov | 0-6,3-6 |