Round: 62 Ground: Clay
| ITF Turkey F25 | 2017/07/12 07:00 | Plamen Milushev v Dimitar Kuzmanov | 3-6,0-6 |
| ITF Turkey F25 | 2017/07/10 07:00 | Valentin Vanta v Plamen Milushev | 5-7,6-7 |
| ITF Turkey F25 | 2017/07/09 07:00 | Plamen Milushev v Darrshan Suresh | 6-2,6-2 |
| ITF Turkey F25 | 2017/07/08 09:00 | Vincentiu A Niculescu v Plamen Milushev | 1-6,1-6 |
| ITF Indonesia F5 | 2015/12/12 07:30 | Dennis Bogaert v Plamen Milushev | 6-4,6-2 |
| ITF Serbia F8 | 2015/08/19 08:00 | Marco Bortolotti v Plamen Milushev | 6-1,6-1 |
| ITF Serbia F8 | 2015/08/13 11:20 | Franjo Raspudic v Plamen Milushev | 6-1,1-6,6-2 |
| ITF Serbia F8 | 2015/08/11 09:35 | Plamen Milushev v Fabien Reboul | 4-6,6-4,6-3 |
| ITF Netherlands F6 | 2016/08/20 08:00 | Gijs Buntsma v Kevin Kaczynski | 7-6,6-0 |
| ITF Netherlands F4 | 2016/07/03 11:10 | Kevin Kaczynski v Robert Willekes MacDonald | 2-6,3-6 |
| ITF Netherlands F4 | 2016/07/02 08:00 | Kevin Kaczynski v Marcel Marlon Sudzum | 6-1,6-1 |
| ITF Greece F3 | 2015/04/08 06:30 | Edoardo Eremin v Kevin Kaczynski | 7-6,6-2 |
| ITF Greece F2 | 2015/03/31 13:25 | Dragos Dima v Kevin Kaczynski | 6-1,6-3 |
| ITF Turkey F10 | 2015/03/10 13:30 | Mikael Ymer v Kevin Kaczynski | 6-1,6-3 |
| ITF Turkey F9 | 2015/03/05 08:00 | Kevin Kaczynski v Jose Pereira | 4-6,4-6 |
| ITF Egypt F30 | 2015/01/20 08:00 | Kevin Kaczynski v Matias Zukas | 7-5,2-6,4-6 |