Round: 44 Ground: Clay
| ITF Belgium F7 Qual | 2016/07/24 08:00 | Ricky De Bruijn v Nicolas De Plaen | 6-2,6-2 |
| ITF Belgium F6 Qual | 2016/07/16 07:00 | Ricky De Bruijn v Robin Vanhauwe | 3-6,6-2,2-6 |
| ITF Netherlands F4 | 2016/07/02 08:00 | Ricky De Bruijn v Robert Willekes MacDonald | 2-6,0-6 |
| ITF Netherlands F2 Qual | 2016/06/18 08:00 | Yannick Hanfmann v Ricky De Bruijn | 7-5,6-0 |
| ITF Netherlands F1 Qual | 2016/06/11 08:00 | Casper Bonapart v Ricky De Bruijn | 6-4,6-2 |
| ITF Turkey F11 | 2016/03/13 08:00 | Delf Gohlke v Ricky De Bruijn | 6-1,6-1 |
| ITF Turkey F10 | 2016/03/06 09:00 | Ricky De Bruijn v Ramy Labna | 1-6,3-6 |
| ITF Turkey F6 | 2016/02/07 09:00 | Ricky De Bruijn v Louis Lechevretel | 1-6,3-6 |