Ground: Clay
| Segovia, Spain | 2014/07/31 15:50 | Kyle Edmund v Ortega-Olmedo, Roberto | 6-2,6-2 |
| Segovia, Spain | 2014/07/30 11:30 | Ortega-Olmedo, Roberto v Marsel Ilhan | 0-6,6-3,7-6 |
| Challenger Recanati | 2014/07/16 13:00 | Ortega-Olmedo, Roberto v Kravchuk, Konstantin | 4-6,4-6 |
| ITF Spain F16 | 2014/07/03 14:10 | Pla Malfeito, Jaume v Ortega-Olmedo, Roberto | 4-6,4-6 |
| ITF Spain F16 | 2014/07/01 10:45 | Martos Gornes, Sergio v Ortega-Olmedo, Roberto | 6-1,3-6,1-6 |
| Challenger Blois | 2014/06/11 09:00 | Federico Coria v Ortega-Olmedo, Roberto | 3-6,6-7 |
| ITF Spain F12 | 2014/06/07 10:00 | Ortega-Olmedo, Roberto v Cristian Garin | 3-6,6-3,2-6 |
| ITF Spain F12 | 2014/06/06 11:00 | Ortega-Olmedo, Roberto v Villacorta-Alonso, Ricardo | 6-3,6-1 |
| ITF Spain F21 Qual | 2014/08/04 09:30 | Bauvy, Romain v Artunedo, Alejandro | 4-6,6-2,7-6 |
| ITF Spain F21 Qual | 2014/08/03 09:00 | Bauvy, Romain v Garcia Saez, Alejandro | 6-3,6-0 |
| ITF France F6 Qual | 2014/03/10 11:45 | Boluda-Purkiss, Carlos v Bauvy, Romain | 6-4,6-2 |