Round: 25 Ground: Clay
| ITF Belgium F11 | 2016/08/27 13:00 | Romain Barbosa v Joran Vliegen | 4-6,4-6 |
| ITF Belgium F11 | 2016/08/26 14:00 | Yannick Vandenbulcke v Joran Vliegen | 5-7,1-6 |
| ITF Belgium F11 | 2016/08/25 10:00 | Joran Vliegen v Maxime Authom | 6-4,6-1 |
| ITF Belgium F11 | 2016/08/24 10:30 | Joran Vliegen v Simon Carr | 6-4,6-4 |
| ITF Belgium F11 | 2016/08/23 15:30 | Joran Vliegen v Thibault Saive | 6-4,6-1 |
| ITF Belgium F8 | 2016/08/05 10:00 | Joran Vliegen v Mats Moraing | 4-6,6-7 |
| ITF Belgium F8 | 2016/08/04 16:00 | Joran Vliegen v Jannis Kahlke | 1-6,6-2,6-0 |
| ITF Belgium F7 | 2016/07/28 10:10 | Joran Vliegen v Sandro Ehrat | 3-6,3-6 |
| ITF Finland F3 | 2016/08/15 22:00 | Daniel Appelgren v Jonathan Gray | 6-1,6-2 |
| ITF Finland F2 | 2016/08/10 08:00 | Jonathan Gray v Tallon Griekspoor | 2-6,2-6 |
| ITF Finland F2 | 2016/08/09 09:20 | Tomas Gerini v Jonathan Gray | 3-6,5-7 |
| ITF Finland F2 Qual | 2016/08/07 14:35 | Jonathan Gray v Emil Ruusuvuori | 7-6,6-0 |
| ITF Finland F2 Qual | 2016/08/06 12:30 | Jonathan Gray v Otto Virtanen | 6-4,6-0 |
| ITF Latvia F1 | 2016/08/02 09:10 | Laurynas Grigelis v Jonathan Gray | 7-6,6-0 |
| ITF Estonia F1 | 2016/07/24 22:00 | Jonathan Gray v Alexander Vasilenko | 6-2,4-6,4-6 |
| ITF Belgium F6 | 2016/07/18 10:45 | Jonathan Gray v Jules Okala | 2-6,6-7 |