Round: 46 Ground: Clay
| ITF Spain F34 | 2015/10/20 12:00 | Ortega-Olmedo, Roberto v Ribeiro Navarrete, Samuel | 6-4,3-6,6-2 |
| Seville, Spain, Qualifying | 2016/09/03 15:05 | Ortega-Olmedo, Roberto v Samuel R. Navarrete | 6-2,6-1 |
| Challenger Meerbusch | 2016/08/15 14:00 | Jahn, Jeremy v Ortega-Olmedo, Roberto | 5-7,6-3,6-3 |
| ITF Italy F23 | 2016/08/03 10:10 | Ortega-Olmedo, Roberto v Wilson Leite | 3-6,2-6 |
| ITF Italy F23 | 2016/08/01 13:55 | Ortega-Olmedo, Roberto v Ghedin, Nicola | 6-3,4-6,6-1 |
| 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 |
| Seville, Spain, Qualifying | 2016/09/03 09:00 | Lourenco, Diogo v Ribeiro Navarrete, Samuel | 3-6,6-2,6-7 |
| ITF Spain F28 | 2016/08/30 16:10 | Lizariturry, Juan v Ribeiro Navarrete, Samuel | 6-3,6-2 |
| ITF Spain F27 | 2016/08/23 11:20 | Ribeiro Navarrete, Samuel v Vilella Martinez, Mario | 1-6,4-6 |
| ITF Spain F26 | 2016/08/16 16:15 | Ribeiro Navarrete, Samuel v Goncalo Falcao | 6-4,2-6,2-6 |
| ITF Spain F23 | 2016/07/28 16:30 | Ribeiro Navarrete, Samuel v Artunedo, Alejandro | 4-6,6-4,1-6 |
| ITF Spain F23 | 2016/07/26 07:00 | Ribeiro Navarrete, Samuel v Neubau, Marco | 7-6,6-1 |
| ITF Spain F21 | 2016/07/11 15:00 | Esteve Lobato, Eduard v Ribeiro Navarrete, Samuel | 6-4,6-3 |
| ITF Spain F19 | 2016/06/30 14:30 | Gil, Fred v Ribeiro Navarrete, Samuel | 7-5,6-2 |