| Nanchang, China | 04/17 04:50 | 25 | [138] Soeda, Go v Ortega-Olmedo, Roberto [319] | 4-6,6-7 | |
| Challenger - Taipei | 04/10 03:00 | 25 | [105] Bhambri, Yuki v Ortega-Olmedo, Roberto [320] | 6-7,6-3,6-3 | |
| ITF Portugal F6 | 03/29 09:30 | 27 | [331] Ortega-Olmedo, Roberto v Lloyd Harris [293] | 6-4,6-7,4-6 | |
| ITF Portugal F6 | 03/28 09:30 | 26 | Ortega-Olmedo, Roberto v Barbosa, Romain | 5-7,6-4,7-6 | |
| ITF Portugal F6 | 03/27 13:40 | 25 | Ortega-Olmedo, Roberto v Bossel, Adrien | 6-7,6-3,6-3 | |
| ITF Portugal F5 | 03/25 10:30 | 29 | [293] Lloyd Harris v Ortega-Olmedo, Roberto [331] | 4-6,6-1,6-0 | |
| ITF Portugal F5 Qual | 03/24 16:30 | 28 | Hossam, Youssef v Ortega-Olmedo, Roberto | 6-2,2-6,4-6 | |
| ITF Portugal F5 | 03/23 15:30 | 27 | Ortega-Olmedo, Roberto v Stanek, Robin | 6-3,6-3 | |
| ITF Portugal F5 | 03/22 14:40 | 26 | [331] Ortega-Olmedo, Roberto v Neuchrist, Maximilian [349] | 6-4,6-4 | |
| ITF Portugal F5 | 03/21 10:00 | 25 | [331] Ortega-Olmedo, Roberto v Cabral, Francisco [404] | 6-1,7-6 | |
| Portugal F4, Singles Qualifying | 03/18 16:45 | 29 | Ortega-Olmedo, Roberto v Davidovich Fokina, Alejandro | 5-7,6-4,1-6 | |
| Portugal F4, Singles Qualifying | 03/18 12:30 | 28 | Neuchrist, Maximilian v Ortega-Olmedo, Roberto | 6-4,4-6,1-6 | |
| Portugal F4, Singles Qualifying | 03/16 11:00 | 27 | Ortega-Olmedo, Roberto v Marc-Andrea Huesler | 6-1,7-6 | |
| Portugal F4, Singles Qualifying | 03/15 10:00 | 26 | Ortega-Olmedo, Roberto v Ouahab, Lamine | Retired | |
| Portugal F4, Singles Qualifying | 03/14 10:00 | 25 | Ortega-Olmedo, Roberto v Severino, Carlos Eduardo | Retired | |
| ITF Portugal F3 | 03/08 13:30 | 25 | Cacao, Tiago v Ortega-Olmedo, Roberto | 6-2,1-6,6-4 | |
| ITF Portugal F2 | 03/05 18:00 | 28 | Evan Furness v Ortega-Olmedo, Roberto | 5-7,6-4,6-4 | |
| ITF Portugal F2 | 03/04 14:30 | 27 | Ortega-Olmedo, Roberto v Vega Hernandez, David | 6-1,6-4 | |
| ITF Portugal F2 | 03/03 11:00 | 26 | Ortega-Olmedo, Roberto v Vivero Gonzalez, Pablo | 6-1,6-2 | |
| ITF Portugal F2 | 02/28 15:30 | 25 | Ortega-Olmedo, Roberto v Elmar Ejupovic | 6-3,6-3 | |
| Challenger - Morelos | 02/19 20:00 | 25 | Ortega-Olmedo, Roberto v Novikov, Dennis | 6-7,7-5,4-6 | |
| ITF Tunisia F5 | 02/08 09:00 | 26 | Laurent Lokoli v Ortega-Olmedo, Roberto | 2-6,6-2,6-4 | |
| ITF Tunisia F5 | 02/07 13:00 | 25 | Matteo Martineau v Ortega-Olmedo, Roberto | 2-6,6-1,3-6 | |
| Tunisia F4, Singles Qualifying | 02/02 10:35 | 27 | Konecny, Michal v Ortega-Olmedo, Roberto | 2-6,6-3,6-4 | |
| Tunisia F4, Singles Qualifying | 02/01 09:00 | 26 | Krstev, Ondrej v Ortega-Olmedo, Roberto | 2-6,4-6 | |
| Tunisia F4, Singles Qualifying | 01/30 09:00 | 25 | Haylaz, Muhammet v Ortega-Olmedo, Roberto | 2-6,2-6 | |
| Qatar F5, Simples | 12/14 14:05 | 27 | Benjamin Hassan v Ortega-Olmedo, Roberto | 6-3,5-7,6-2 | |
| Qatar F5, Simples | 12/13 14:35 | 26 | [472] Farquharson, Tom v Ortega-Olmedo, Roberto [325] | 6-7,3-6 | |
| Qatar F5, Simples | 12/12 13:15 | 25 | Gabb, Richard v Ortega-Olmedo, Roberto | 2-6,1-6 | |
| ITF Qatar F4 | 12/09 13:00 | 29 | [314] Eriksson, Markus v Ortega-Olmedo, Roberto [311] | 6-4,3-6,1-6 |