| UTR Pro Tennis Series Sofia | 2021/09/01 11:00 | Martin Dimitrov v Matias Zukas | 0-6,2-5 |
| UTR Pro Tennis Series Sofia | 2021/08/31 06:30 | Martin Dimitrov v Ivan Penev | 1-6,6-3,6-3 |
| UTR Pro Tennis Series Sofia | 2021/08/30 07:00 | Martin Dimitrov v Samuil Konov | 4-6,6-1,5-1 |
| ITF M15 Monastir | 2021/08/09 08:30 | Rishab Agarwal v Martin Dimitrov | 6-2,6-1 |
| ITF M15 Monastir | 2021/08/08 10:30 | Masood Eisa-Beygi v Martin Dimitrov | 2-6,1-6 |
| ITF M15 Monastir | 2021/08/04 07:30 | Mateo Nicolas Martinez v Martin Dimitrov | 6-2,6-2 |
| ITF M15 Monastir | 2021/08/03 07:30 | Seita Watanabe v Martin Dimitrov | 6-7,3-6 |
| ITF M15 Monastir | 2021/08/02 08:30 | Nikita Ianin v Martin Dimitrov | 4-6,6-3,5-10 |
| UTR Pro Tennis Series Sofia | 2021/09/01 08:00 | Dian Nedev v Alexandar Lazarov | 1-6,4-6 |
| UTR Pro Tennis Series Sofia | 2021/08/31 08:00 | Dian Nedev v Ivailo Keremedchiev | 6-4,5-2 |
| UTR Pro Tennis Series Sofia | 2021/08/30 08:30 | Plamen Milushev v Dian Nedev | 4-6,2-5 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/17 07:30 | Aleksandr Braynin v Dian Nedev | 6-3,6-2 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/15 10:30 | Dian Nedev v Ilya Snitari | 4-6,6-4,1-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/14 06:00 | Dian Nedev v Iliyan Radulov | 7-5,6-1 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/13 09:00 | Dian Nedev v Denislav Prodanov | 6-7,4-5 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/12 07:30 | Dian Nedev v Aristotelis Thanos | 6-4,5-4 |