Stadium: Court 5 Round: 44 Ground: Hardcourt outdoor
| UTR Pro Tennis Series Sofia | 2021/09/02 07:00 | Dimitrov, Martin v Dian Nedev | 3-6,3-5 |
| UTR Pro Tennis Series Sofia | 2021/09/01 11:00 | Dimitrov, Martin v Zukas, Matias | 0-6,2-5 |
| UTR Pro Tennis Series Sofia | 2021/08/31 06:30 | Dimitrov, Martin v Penev, Ivan | 1-6,6-3,6-3 |
| UTR Pro Tennis Series Sofia | 2021/08/30 07:00 | Dimitrov, Martin v Samuil Konov | 4-6,6-1,5-1 |
| ITF - M15 Monastir | 2021/08/09 08:30 | Rishab Agarwal v Dimitrov, Martin | 6-2,6-1 |
| ITF - M15 Monastir | 2021/08/08 10:30 | Eisa-Beygi, Masood v Dimitrov, Martin | 2-6,1-6 |
| ITF - M15 Monastir | 2021/08/04 07:30 | Martniez, Mateo Nicolas v Dimitrov, Martin | 6-2,6-2 |
| ITF - M15 Monastir | 2021/08/03 07:30 | Seita Watanabe v Dimitrov, Martin | 6-7,3-6 |
| ITF M15 Sofia | 2021/07/04 10:30 | Shandarov, Radoslav v Marat Sharipov | 3-6,3-6 |
| Varna, Singles M-ITF-BUL-04A | 2019/09/09 06:30 | Niv, Benjamin v Shandarov, Radoslav | 3-6,7-6,15-13 |
| Plovdiv, Singles Qualifying M-ITF-BUL-03A | 2019/06/03 10:00 | Shandarov, Radoslav v Martins Rocens | 5-7,3-6 |
| ITF M15 Sozopol | 2019/05/06 07:00 | Sizya Ernest Kivanda v Shandarov, Radoslav | 6-3,2-6,10-6 |
| ITF Greece F8 | 2018/11/10 10:00 | Shandarov, Radoslav v Rapp, Austin | 1-6,3-6 |
| ITF Greece F7 | 2018/11/03 10:00 | Shandarov, Radoslav v Rehberg, Marvin | 1-6,6-7 |
| ITF Greece F6 | 2018/10/27 09:00 | Petrovic, Stefan v Shandarov, Radoslav | 6-1,6-4 |
| ITF Serbia F2 | 2018/08/11 07:00 | Blagojevic, Veljko v Shandarov, Radoslav | 6-2,6-1 |