Stadium: Center Court Round: 25 Ground: Clay
| ITF M25 Oliveira De Azemeis | 2019/09/27 10:00 | Roberto Ortega-Olmedo v Tiago Cacao | 7-6,6-1 |
| ITF Portugal F3 | 2018/03/08 13:30 | Tiago Cacao v Roberto Ortega-Olmedo | 6-2,1-6,6-4 |
| Challenger Oeiras | 2021/05/24 11:50 | Tiago Cacao v Tung-Lin Wu | 1-6,1-6 |
| Challenger Oeiras | 2021/05/16 14:20 | Tiago Cacao v Zizou Bergs | 6-7,4-6 |
| ITF M15 Valldoreix | 2021/05/15 09:00 | Tiago Cacao v Martin Cuevas | 6-3,6-7,4-6 |
| ITF M15 Valldoreix | 2021/05/14 10:35 | Rayane Roumane v Tiago Cacao | 1-6,0-6 |
| ITF M15 Valldoreix | 2021/05/13 08:00 | Tiago Cacao v Martin Damm | 3-6,6-1,6-4 |
| ITF M15 Valldoreix | 2021/05/11 11:00 | Pedro Boscardin Dias v Tiago Cacao | 4-6,2-6 |
| ITF M15 Majadahonda | 2021/05/02 12:00 | Tiago Cacao v Max Houkes | 7-6,3-6,11-13 |
| ITF M15 Antalya | 2021/04/22 07:00 | Tiago Cacao v Oleksandr Ovcharenko | 7-6,1-6,0-6 |
| Challenger Oeiras | 2021/05/25 10:00 | Chun Hsin Tseng v Roberto Ortega-Olmedo | 6-4,6-2 |
| ITF M25 Vic | 2021/05/21 10:55 | Yan Bondarevskiy v Roberto Ortega-Olmedo | 6-3,6-3 |
| ITF M25 Vic | 2021/05/20 08:55 | Maxime Hamou v Roberto Ortega-Olmedo | 3-6,4-6 |
| Challenger Salinas 2 | 2021/04/27 17:50 | Roberto Ortega-Olmedo v Tim Van Rijthoven | 6-7,7-6,6-7 |
| Challenger Salinas | 2021/04/22 15:00 | Roberto Ortega-Olmedo v Altug Celikbilek | 6-1,4-6,4-6 |
| Challenger Salinas | 2021/04/20 15:50 | Nick Chappell v Roberto Ortega-Olmedo | 3-6,2-6 |
| Challenger Oeiras | 2021/04/05 12:30 | Carlos Gimeno Valero v Roberto Ortega-Olmedo | 6-1,6-1 |
| Challenger Oeiras | 2021/04/01 15:30 | Gastao Elias v Roberto Ortega-Olmedo | 3-6,6-1,6-3 |