Round: 26 Ground: Clay
| ITF Romania F5 | 2016/06/06 17:30 | Filipp Kekercheni v Bogdan Ionut Apostol | 3-6,6-3,7-5 |
| ITF Romania F5 | 2016/06/05 10:00 | Filipp Kekercheni v Norbert Nagyi | 6-1,6-1 |
| ITF Tunisia F20 | 2016/05/25 14:25 | Oriol Roca Batalla v Filipp Kekercheni | 6-1,7-5 |
| ITF Turkey F20 | 2016/05/21 08:00 | Dimitar Kuzmanov v Filipp Kekercheni | 6-1,6-1 |
| ITF Turkey F20 | 2016/05/20 08:00 | Nils Brinkmann v Filipp Kekercheni | 2-6,0-6 |
| ITF Turkey F20 | 2016/05/19 09:40 | Filipp Kekercheni v Christoph Negritu | 6-3,6-1 |
| ITF Turkey F20 | 2016/05/17 11:00 | Filipp Kekercheni v Isa Mammetgulyyev | 6-3,6-1 |
| ITF Turkey F19 | 2016/05/11 09:25 | Florent Diep v Filipp Kekercheni | 6-2,2-6,6-3 |
| ITF Romania F5 | 2016/06/07 07:00 | Tobias Simon v Fernando Romboli | 6-1,7-5 |
| ITF Italy F32 | 2016/05/20 08:30 | Christopher O'Connell v Tobias Simon | 7-5,7-6 |
| ITF Italy F32 | 2016/05/19 10:50 | Jonathan Mridha v Tobias Simon | 4-6,2-6 |
| ITF Italy F32 | 2016/05/17 11:05 | Tobias Simon v Tomislav Ternar | 4-6,6-1,6-1 |
| ITF Italy F32 | 2016/05/13 08:00 | Tobias Simon v Nikola Cacic | 6-4,3-6,3-6 |
| ITF Italy F32 | 2016/05/12 08:00 | Tobias Simon v Florian Fallert | 2-6,6-1,7-5 |
| ITF Italy F32 | 2016/05/11 10:00 | Tallon Griekspoor v Tobias Simon | 6-3,4-6,5-7 |
| ITF Italy F32 | 2016/05/05 11:10 | Christopher O'Connell v Tobias Simon | 6-4,3-6,6-1 |