Ground: Clay
| Challenger Meerbusch | 2016/08/15 14:00 | Jeremy Jahn v Roberto Ortega-Olmedo | 5-7,6-3,6-3 |
| ITF Italy F23 | 2016/08/03 10:10 | Roberto Ortega-Olmedo v Wilson Leite | 3-6,2-6 |
| ITF Italy F23 | 2016/08/01 13:55 | Roberto Ortega-Olmedo v Nicola Ghedin | 6-3,4-6,6-1 |
| 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 |
| Challenger Seville Qual | 2016/09/03 08:55 | Diogo Lourenco v Samuel R. Navarrete | 3-6,6-2,6-6 |