| Challenger Segovia | 2021/07/25 15:10 | Nicolas H Cuesta v Carlos Gomez-Herrera | 1-6,0-6 |
| UTR Pro Tennis Series Brasov | 2021/10/30 11:00 | Martin Dimitrov v Dragos Constantin Ignat | 1-6,2-5 |
| UTR Pro Tennis Series Brasov | 2021/10/29 10:00 | Tudor Vlad Vasilache v Martin Dimitrov | 1-6,1-6 |
| UTR Pro Tennis Series Brasov | 2021/10/28 07:00 | Yurii Dzhavakian v Martin Dimitrov | 6-2,5-2 |
| UTR Pro Tennis Series Brasov | 2021/10/26 10:00 | Vlad Andrei Dancu v Martin Dimitrov | 6-3,6-3 |
| UTR Pro Tennis Series Brasov | 2021/10/25 11:30 | Martin Dimitrov v Alexander Lazov | 5-7,4-6 |
| ITF M15 Sozopol | 2021/10/11 09:00 | Tommaso Compagnucci v Martin Dimitrov | 6-4,6-2 |
| ITF M15 Sozopol | 2021/10/10 10:30 | Martin Dimitrov v Dragos Petre Popeanga | 6-3,6-4 |
| ITF M15 Sozopol | 2021/10/06 09:35 | Martin Dimitrov v Alexander Cozbinov | 1-6,3-6 |