| ITF Spain F39 | 12/05 09:30 | 29 | Akira Santillan v Ortega-Olmedo, Roberto | 6-1,6-1 | |
| ITF Spain F39 | 12/03 09:00 | 28 | Davidovich Fokina, Alejandro v Ortega-Olmedo, Roberto | 4-6,4-6 | |
| ITF Spain F39 | 12/02 09:00 | 27 | Vivero Gonzalez, Pablo v Ortega-Olmedo, Roberto | 4-6,3-6 | |
| ITF Spain F39 | 12/01 09:00 | 26 | Manole, Alexandru Vasile v Ortega-Olmedo, Roberto | 2-6,4-6 | |
| ITF Spain F37 | 11/16 09:00 | 25 | Enzo Couacaud v Ortega-Olmedo, Roberto | 7-5,1-6,6-4 | |
| ITF Spain F36 | 11/13 10:30 | 29 | Jaume Munar v Ortega-Olmedo, Roberto | 0-6,6-7 | |
| ITF Spain F36 | 11/12 10:00 | 28 | Ortega-Olmedo, Roberto v Ojeda Lara, Ricardo | 7-5,6-4 | |
| ITF Spain F36 | 11/11 10:30 | 27 | Monteiro, Joao v Ortega-Olmedo, Roberto | 6-7,3-6 | |
| ITF Spain F36 | 11/10 09:00 | 26 | Benjamin Pietri v Ortega-Olmedo, Roberto | 2-6,1-6 | |
| ITF Spain F36 | 11/09 09:00 | 25 | Mardones, Bruno v Ortega-Olmedo, Roberto | 4-6,1-6 | |
| USA F34, Singles | 10/27 19:30 | 26 | Santiago, Mico v Ortega-Olmedo, Roberto | 6-2,6-4 | |
| USA F34, Singles | 10/25 18:15 | 25 | Smith, Austin v Ortega-Olmedo, Roberto | 2-6,6-4,1-6 | |
| Challenger Las Vegas | 10/19 19:35 | 25 | Giraldo, Santiago v Ortega-Olmedo, Roberto | 6-3,6-2 | |
| Challenger Las Vegas Qual | 10/17 17:30 | 54 | Ortega-Olmedo, Roberto v Escobar, Gonzalo | 6-3,2-6,6-4 | |
| Challenger Las Vegas Qual | 10/16 19:45 | 46 | Ortega-Olmedo, Roberto v Hendrik Jebens | 6-0,6-1 | |
| Monterrey, Mexico | 10/12 18:00 | 26 | Denis Kudla v Ortega-Olmedo, Roberto | 6-3,6-3 | |
| Monterrey, Mexico | 10/10 19:40 | 25 | Ortega-Olmedo, Roberto v Lizariturry, Juan | 6-3,6-1 | |
| Others | 09/24 12:55 | 45 | Yann Marti v Ortega-Olmedo, Roberto | 6-7,7-6,6-1 | |
| ATP Metz Qual | 09/18 13:30 | 45 | Ortega-Olmedo, Roberto v Constant Lestienne | 3-6,6-3,1-6 | |
| Challenger Seville | 09/06 11:00 | 25 | Ortega-Olmedo, Roberto v Taro Daniel | 1-6,4-6 | |
| Seville, Spain, Qualifying | 09/04 09:00 | 54 | Ortega-Olmedo, Roberto v Toledo Bague, Pol | 6-4,5-7,1-6 | |
| Seville, Spain, Qualifying | 09/03 15:10 | 46 | Ortega-Olmedo, Roberto v Ribeiro Navarrete, Samuel | 6-2,6-1 | |
| Seville, Spain, Qualifying | 09/03 15:05 | - | Ortega-Olmedo, Roberto v Samuel R. Navarrete | 6-2,6-1 | |
| Challenger Meerbusch | 08/15 14:00 | 25 | Jahn, Jeremy v Ortega-Olmedo, Roberto | 5-7,6-3,6-3 | |
| ITF Italy F23 | 08/03 10:10 | 26 | Ortega-Olmedo, Roberto v Wilson Leite | 3-6,2-6 | |
| ITF Italy F23 | 08/01 13:55 | 25 | Ortega-Olmedo, Roberto v Ghedin, Nicola | 6-3,4-6,6-1 | |
| Segovia, Spain | 07/27 16:00 | 26 | Kenny de Schepper v Ortega-Olmedo, Roberto | 6-3,6-3 | |
| Segovia, Spain | 07/25 11:00 | 25 | Horansky, Filip v Ortega-Olmedo, Roberto | 1-6,3-6 | |
| Challenger Recanati | 07/19 19:55 | 25 | Andrey Rublev v Ortega-Olmedo, Roberto | 6-2,6-4 | |
| ATP Hamburg Qual | 07/09 10:00 | 45 | Ortega-Olmedo, Roberto v Mertl, Jan | 4-6,2-6 |