Round: 62 Ground: Clay
| ITF Turkey F31 | 2015/08/04 07:30 | Plamen Milushev v Nicolas Alberto Arreche | 4-6,2-6 |
| ITF Bulgaria F1 | 2015/06/11 08:30 | Plamen Milushev v Albert Alcaraz Ivorra | 0-6,2-6 |
| ITF Bulgaria F1 | 2015/06/10 08:10 | Plamen Milushev v Vasko Mladenov | 6-4,7-5 |
| ITF Greece F9 Qual | 2014/11/05 11:45 | Stefanos Tsitsipas v Plamen Milushev | 6-2,6-1 |
| ITF Serbia F8 | 2014/08/19 09:20 | Antun Vidak v Plamen Milushev | 6-2,6-3 |
| ITF Bulgaria F1 | 2014/06/12 07:00 | Dimitar Kuzmanov v Plamen Milushev | 7-6,6-3 |
| ITF Bulgaria F1 | 2014/06/10 07:00 | Gabriel Donev v Plamen Milushev | 4-6,7-5,5-7 |
| ITF Turkey F14 | 2014/04/30 12:35 | Barkin Yalcinkale v Plamen Milushev | 4-6,4-6 |
| ITF Serbia F7 | 2015/07/29 12:20 | Matej Sabanov v Daniel Czepielewski | 6-3,6-4 |
| ITF Serbia F6 | 2015/07/19 07:00 | Daniel Czepielewski v Antonio Campo | 4-6,3-6 |
| ITF Greece F8 | 2014/10/12 08:00 | Daniel Czepielewski v Benjamin Hannestad | 4-6,1-6 |
| ITF Germany F15 | 2014/10/05 08:00 | Daniel Czepielewski v Constantin Christ | 6-4,6-1 |
| ITF Germany F15 | 2014/10/05 08:00 | Daniel Czepielewski v Sebastian Prechtel | 4-6,6-7 |
| ITF Serbia F8 | 2014/08/11 08:00 | Daniel Czepielewski v Calum Puttergill | 6-7,3-6 |
| ITF Serbia F3 Qual | 2014/06/21 11:30 | Ziga Papez v Daniel Czepielewski | 6-3,2-6,1-6 |
| ITF Serbia F2 Qual | 2014/06/14 07:00 | Igor Kolaric v Daniel Czepielewski | 7-6,6-3 |