Stadium: Court 5 Round: 44 Ground: Hardcourt outdoor
| 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 |
| ITF M15 Monastir | 2021/08/01 10:00 | Nikolas Moceanu v Martin Dimitrov | 3-6,2-6 |
| ITF M15 Sofia | 2021/07/05 08:00 | Martin Dimitrov v Mihai Razvan Marinescu | 6-3,6-7,5-10 |
| ITF M15 Sofia | 2021/07/04 10:30 | Radoslav Shandarov v Marat Sharipov | 3-6,3-6 |
| ITF M15 Varna | 2019/09/09 06:30 | Benjamin Niv v Radoslav Shandarov | 3-6,7-6,15-13 |
| ITF M15 Plovdiv | 2019/06/03 10:00 | Radoslav Shandarov v Martins Rocens | 5-7,3-6 |
| ITF M15 Sozopol | 2019/05/06 07:00 | Sizya Ernest Kivanda v Radoslav Shandarov | 6-3,2-6,10-6 |
| ITF Greece F8 | 2018/11/10 10:00 | Radoslav Shandarov v Austin Rapp | 1-6,3-6 |
| ITF Greece F7 | 2018/11/03 10:00 | Radoslav Shandarov v Marvin Rehberg | 1-6,6-7 |
| ITF Greece F6 | 2018/10/27 09:00 | Stefan Petrovic v Radoslav Shandarov | 6-1,6-4 |
| ITF Serbia F2 | 2018/08/11 07:00 | Veljko Blagojevic v Radoslav Shandarov | 6-2,6-1 |