| UTR Pro Tennis Series Zadar | 2021/11/14 12:00 | Vladimir Popov v Duje Kekez | 0-6,2-6 |
| UTR Pro Tennis Series Brasov | 2021/10/28 11:30 | Vasile Antonescu v Vladimir Popov | 4-4 |
| UTR Pro Tennis Series Brasov | 2021/10/27 07:00 | Edris Fetisleam v Vladimir Popov | 6-0,5-2 |
| UTR Pro Tennis Series Brasov | 2021/10/25 10:00 | Ioan Alexandru Chirita v Vladimir Popov | 6-2,6-2 |
| UTR Pro Tennis Series Nis | 2021/10/10 08:00 | Christos Keisidis v Vladimir Popov | 6-1,5-2 |
| UTR Pro Tennis Series Nis | 2021/10/09 13:15 | Aleksandar Ljubojevic v Vladimir Popov | 4-6,5-7 |
| UTR Pro Tennis Series Nis | 2021/10/08 18:15 | Petar Pjevcevic v Vladimir Popov | 2-6,6-0,5-1 |
| UTR Pro Tennis Series Nis | 2021/10/07 14:00 | Duje Kekez v Vladimir Popov | 6-0,5-1 |
| 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 |