Round: 54 Ground: Clay
| ITF Spain F24 | 2014/08/28 18:30 | Toledo Bague, Pol v Ortega-Olmedo, Roberto | 4-6,6-2,6-3 |
| ITF Spain F11 | 2014/05/31 10:45 | Toledo Bague, Pol v Ortega-Olmedo, Roberto | 3-6,3-6 |
| Seville, Spain, Qualifying | 2016/09/03 15:10 | Ortega-Olmedo, Roberto v Ribeiro Navarrete, Samuel | 6-2,6-1 |
| 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 |
| Seville, Spain, Qualifying | 2016/09/03 12:45 | Vega Hernandez, David v Toledo Bague, Pol | 6-7,2-6 |
| ITF Italy F27 | 2016/08/31 13:55 | Toledo Bague, Pol v Simon, Tobias | 3-6,4-6 |
| ITF Italy F27 | 2016/08/30 13:00 | Toledo Bague, Pol v Licciardi, Pietro | 7-5,6-2 |
| ITF Spain F27 | 2016/08/22 10:30 | Gonzalo Villanueva v Toledo Bague, Pol | 4-6,6-4,6-3 |
| ITF Spain F26 | 2016/08/18 13:00 | Toledo Bague, Pol v Bernabe Zapata Miralles | 1-6,3-6 |
| ITF Spain F26 | 2016/08/16 17:05 | Toledo Bague, Pol v Martos Gornes, Sergio | 6-3,6-3 |
| ITF Morocco F4 | 2016/07/26 12:50 | Skander Mansouri v Toledo Bague, Pol | 4-6,6-3,6-4 |
| Challenger Tampere Qual | 2016/07/16 13:10 | Huurinainen, Sami v Toledo Bague, Pol | 6-4,5-7,6-4 |