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