Round: 44 Ground: Clay
| 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 |
| ITF Egypt F30 | 2015/01/14 08:00 | Jeroen Vanneste v Kevin Kaczynski | 6-3,7-6 |
| ITF Netherlands F5 | 2014/08/21 07:30 | Matwe Middelkoop v Kevin Kaczynski | 6-2,6-4 |
| ITF Netherlands F4 | 2016/07/02 08:00 | Ricky De Bruijn v Robert Willekes MacDonald | 2-6,0-6 |
| ITF Netherlands F3 | 2016/06/29 09:00 | Robert Willekes MacDonald v Tallon Griekspoor | 6-3,3-6,1-6 |
| ITF Netherlands F3 | 2016/06/28 16:20 | Robert Willekes MacDonald v Jan Zednik | 7-6,6-2 |
| ITF Netherlands F3 | 2016/06/25 10:00 | Daniel De Jonge v Robert Willekes MacDonald | 3-6,1-6 |
| ITF Belgium F1 | 2016/06/16 15:25 | Robert Willekes MacDonald v Germain Gigounon | 2-6,1-6 |
| ITF Italy F32 | 2016/05/03 08:00 | Robert Willekes MacDonald v Goran Radanovic | 6-3,6-4 |
| ITF Portugal F2 Qual | 2016/02/27 10:00 | Eduardo Villar v Robert Willekes MacDonald | 4-6,2-6 |
| ITF Portugal F1 | 2016/02/22 13:00 | Robert Willekes MacDonald v Diego-Jose Manrique-Velazquez | 4-6,6-7 |