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