Round: 25 Ground: Clay
| Challenger Segovia | 2016/07/27 16:00 | Kenny de Schepper v Roberto Ortega-Olmedo | 6-3,6-3 |
| Challenger Segovia | 2016/07/25 11:00 | Filip Horansky v Roberto Ortega-Olmedo | 1-6,3-6 |
| Challenger Recanati | 2016/07/19 19:55 | Andrey Rublev v Roberto Ortega-Olmedo | 6-2,6-4 |
| ATP Hamburg Qual | 2016/07/09 10:00 | Roberto Ortega-Olmedo v Jan Mertl | 4-6,2-6 |
| ITF Egypt F13 | 2016/07/02 17:45 | Aldin Setkic v Roberto Ortega-Olmedo | 6-3,6-4 |
| ITF Egypt F13 | 2016/07/01 17:45 | Roberto Ortega-Olmedo v Leny Mitjana | 6-4,6-3 |
| ITF Egypt F13 | 2016/06/30 17:45 | Roberto Ortega-Olmedo v Jarmere Jenkins | 6-1,6-7,6-2 |
| ITF Egypt F13 | 2016/06/29 21:30 | Roberto Ortega-Olmedo v Skander Mansouri | 4-6,6-2,6-3 |
| ITF Romania F10 | 2016/07/28 11:25 | Nicola Ghedin v Nicolae Frunza | 3-6,6-7 |
| ITF Romania F10 | 2016/07/27 08:00 | Nicola Ghedin v Daniel Cozma | 6-1,6-0 |
| ITF Romania F10 | 2016/07/25 10:20 | Nicola Ghedin v Mor Bulis | 7-6,6-4 |
| ITF Italy F16 | 2016/06/21 09:00 | Marco Bortolotti v Nicola Ghedin | 6-2,7-6 |
| ITF Italy F15 | 2016/06/16 11:50 | Nicola Ghedin v Pascal Meis | 4-6,1-6 |
| ITF Italy F15 | 2016/06/14 09:50 | Nicola Ghedin v Hannes Wagner | 6-3,3-6,6-2 |
| ITF Italy F14 | 2016/06/06 15:00 | Nicola Ghedin v Jacopo Stefanini | 6-2,6-7,6-7 |
| ITF Italy F11 | 2016/05/21 14:25 | Nicola Ghedin v Gianluca Di Nicola | 0-6,6-4,3-6 |