| ITF Turkey F32 | 2018/10/15 07:00 | Gabriel Donev v Plamen Milushev | 6-4,6-3 |
| ITF Bulgaria F1 | 2014/06/10 07:00 | Gabriel Donev v Plamen Milushev | 4-6,7-5,5-7 |
| ITF M15 Antalya | 2021/02/02 07:00 | Gabriel Donev v Davide Pontoglio | 5-7,4-6 |
| ITF M15 Antalya | 2021/01/31 06:30 | Marvin Netuschil v Gabriel Donev | 4-6,6-7 |
| Eastern European Championship | 2020/12/29 13:30 | Gabriel Donev v Tomislav Jotovski | 6-3,6-0 |
| Eastern European Championship | 2020/12/28 09:30 | Aldin Setkic v Gabriel Donev | 6-3,4-6,4-6 |
| Eastern European Championship | 2020/12/27 14:25 | Quentin Folliot v Gabriel Donev | 6-0,6-1 |
| Eastern European Championship | 2020/12/24 12:30 | Aldin Setkic v Gabriel Donev | 7-6,6-4 |
| Eastern European Championship | 2020/12/23 12:30 | Mirza Basic v Gabriel Donev | 6-4,6-1 |
| Eastern European Championship | 2020/12/22 13:05 | Marat Deviatiarov v Gabriel Donev | 6-2,4-6,6-4 |
| ITF M15 Antalya | 2021/01/07 08:40 | Plamen Milushev v Alexander Shevchenko | 1-6,5-7 |
| ITF M15 Antalya | 2021/01/06 07:30 | Plamen Milushev v Suleyman Deniz Gursoy | 6-0,6-2 |
| ITF M15 Antalya | 2021/01/04 07:00 | Plamen Milushev v Aleksandr Lobanov | 6-3,6-2 |
| ITF M15 Plovdiv | 2019/06/04 10:30 | Riccardo Maiga v Plamen Milushev | 7-5,3-6,10-4 |
| ITF M15 Plovdiv | 2019/06/04 06:30 | Martin Dimitrov v Plamen Milushev | 6-0,5-7,9-11 |
| ITF M15 Sozopol | 2019/05/09 07:00 | Plamen Milushev v Vasil Kirkov | 2-6,3-6 |
| ITF M15 Sozopol | 2019/05/07 10:00 | Plamen Milushev v Dian Nedev | 6-2,6-2 |
| ITF Turkey F38 | 2018/11/25 07:00 | Bjorn Nareyka v Plamen Milushev | 0-6,6-7 |