| Challenger - Winnipeg | 07/10 16:40 | 25 | [282] Roberto Ortega-Olmedo v Dudi Sela [154] | 6-4,6-2 | |
| Challenger - Winnipeg | 07/08 21:00 | 24 | [334] Evan Song v Roberto Ortega-Olmedo [282] | 1-6,4-6 | |
| ITF - M25 Bakio | 07/04 10:30 | 26 | Roberto Ortega-Olmedo v Laurent Lokoli | 3-6,5-7 | |
| ITF - M25 Bakio | 07/03 16:00 | 25 | Roberto Ortega-Olmedo v Hendrik Jebens | 6-1,6-4 | |
| ATP - Antalya | 06/23 10:30 | 164 | [193] Viktor Troicki v Roberto O-Olmedo [283] | 3-6,7-6,6-2 | |
| ATP - Antalya | 06/22 11:35 | 64 | [283] Roberto O-Olmedo v Sasi Kumar Mukund [281] | 6-2,6-1 | |
| Challenger - Blois | 06/18 09:20 | 25 | [283] Roberto Ortega-Olmedo v Pedro Cachin [228] | 0-6,2-6 | |
| Challenger - Blois | 06/17 11:40 | 24 | [283] Roberto Ortega-Olmedo v Kenny de Schepper [274] | 6-3,6-4 | |
| Challenger Lyon | 06/10 10:45 | 24 | [287] Roberto Ortega-Olmedo v Elliot Benchetrit [223] | 1-6,5-7 | |
| Challenger - Poznan | 06/04 12:35 | 25 | [294] Roberto Ortega-Olmedo v Dennis Novak [113] | 0-6,4-6 | |
| Challenger - Poznan | 06/03 12:15 | 24 | [294] Roberto Ortega-Olmedo v Javier Barranco Cosano [389] | 6-3,6-7,6-4 | |
| Challenger - Jerusalém | 05/23 07:00 | 26 | [112] Brayden Schnur v Roberto Ortega-Olmedo [293] | 6-3,6-3 | |
| Challenger - Jerusalém | 05/21 11:45 | 25 | [342] Baptiste Crepatte v Roberto Ortega-Olmedo [293] | Retired | |
| Challenger - Samarkand | 05/17 06:00 | 27 | [300] Roberto Ortega-Olmedo v Sumit Nagal [303] | 5-7,4-6 | |
| Challenger - Samarkand | 05/16 09:05 | 26 | [237] Lucas Miedler v Roberto Ortega-Olmedo [300] | 6-7,2-6 | |
| Challenger - Samarkand | 05/15 05:30 | 25 | Sergey Fomin v Roberto Ortega-Olmedo | 4-6,3-6 | |
| Challenger - Puerto Vallarta | 04/29 19:45 | 24 | [281] Roberto Ortega-Olmedo v Yusuke Takahashi [398] | 5-7,1-6 | |
| Challenger - León | 04/23 20:00 | 25 | [209] Pedja Krstin v Roberto Ortega-Olmedo [285] | 7-6,6-3 | |
| Challenger - León | 04/22 17:30 | 24 | [285] Roberto Ortega-Olmedo v Yusuke Takahashi [398] | 6-4,6-4 | |
| Challenger - San Luis Potosi | 04/17 20:25 | 25 | [480] Pedro Sakamoto v Roberto Ortega-Olmedo [277] | 6-4,6-2 | |
| Challenger - Múrcia | 04/10 09:00 | 25 | [281] Roberto Ortega-Olmedo v Enrique Lopez-Perez [185] | 1-6,3-6 | |
| Challenger - Múrcia | 04/08 12:55 | 24 | Roberto Ortega-Olmedo v Carlos L-Montagud | 6-4,6-1 | |
| Challenger - Monterrey | 04/02 00:50 | 24 | [217] Donald Young v Roberto O-Olmedo [280] | 6-4,6-4 | |
| Challenger - Saint-Brieuc | 03/26 11:05 | 24 | [282] Roberto Ortega-Olmedo v Aslan Karatsev [437] | 4-6,2-6 | |
| ATP - Acapulco | 02/24 01:55 | 64 | [289] Roberto Ortega-Olmedo v Alexei Popyrin [127] | Retired | |
| Challenger - Morelos | 02/23 00:00 | 27 | [338] Matias Franco Descotte v Roberto Ortega-Olmedo [289] | 7-6,4-6,6-4 | |
| Challenger - Morelos | 02/21 18:40 | 26 | [289] Roberto Ortega-Olmedo v Joao Menezes [391] | 7-6,6-3 | |
| Challenger - Morelos | 02/19 19:00 | 25 | [289] Roberto Ortega-Olmedo v Carlos Boluda-Purkiss [346] | 6-4,6-4 | |
| Challenger - Cherbourg | 02/11 10:00 | 24 | [289] Roberto Ortega-Olmedo v Zdenek Kolar [226] | 1-6,2-6 | |
| Challenger - Quimper | 01/28 10:50 | 24 | [272] Mathias Bourgue v Roberto O-Olmedo [287] | 4-6,7-6,6-4 |