Stadium: Clay 5 Round: 62 Ground: Hardcourt outdoor
| ITF Bulgaria F1 | 2014/06/10 07:00 | Gabriel Donev v Milushev, Plamen | 4-6,7-5,5-7 |
| ITF Turkey F32 | 2018/10/14 07:00 | Gabriel Donev v Vicentiu Andrei Niculescu | 2-6,6-1,6-3 |
| ITF Serbia F3 | 2018/08/24 08:00 | Yanais Laurent v Gabriel Donev | 6-4,3-6,7-5 |
| ITF Serbia F3 | 2018/08/23 09:35 | Frawley, James v Gabriel Donev | 4-6,1-6 |
| ITF Serbia F3 | 2018/08/22 08:00 | Gabriel Donev v Jandric, Darko | 6-7,6-1,6-3 |
| ITF Serbia F2 | 2018/08/15 08:00 | Gabriel Donev v Duje Ajdukovic | 6-3,4-6,2-6 |
| ITF Belgium F5 | 2018/07/24 14:00 | Colin Sinclair v Gabriel Donev | 6-3,6-4 |
| ITF Germany F5 | 2018/06/28 11:00 | Gabriel Donev v Bergevi, Filip | 2-6,4-6 |
| ITF Germany F5 | 2018/06/27 11:35 | Igoshin, Alexander v Gabriel Donev | 2-6,2-6 |
| ITF Turkey F32 | 2018/10/14 07:00 | Milushev, Plamen v Konings, Ruben | 6-2,6-2 |
| ITF Serbia F3 | 2018/08/18 09:30 | Quentin Folliot v Milushev, Plamen | 6-4,6-4 |
| ITF Serbia F2 | 2018/08/12 08:00 | Milushev, Plamen v Hodor, Samuel | 4-6,4-6 |
| ITF Serbia F2 | 2018/08/11 07:00 | Andreja Petrovic v Milushev, Plamen | 6-3,2-6,1-6 |
| ITF Serbia F1 Qual | 2018/08/05 10:30 | Milushev, Plamen v Luka Miklavcic | 5-7,2-6 |
| ITF Serbia F1 Qual | 2018/08/04 09:30 | Maxim Krapivin v Milushev, Plamen | 2-6,3-6 |
| ITF Bulgaria F1 | 2018/05/16 08:20 | Milushev, Plamen v Ghedin, Riccardo | 6-3,5-7,4-6 |
| ITF Bulgaria F1 | 2018/05/13 07:00 | Milushev, Plamen v Iliev, Martin | 6-2,6-3 |