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 |
| ITF M25 Sintra | 2021/09/14 17:35 | Alejandro Moro Canas v Tiago Cacao | 6-1,7-5 |
| Challenger Prague | 2021/08/23 11:00 | Tiago Cacao v Facundo Diaz Acosta | 4-6,0-6 |
| Challenger Prague | 2021/08/22 10:15 | Teymuraz Gabashvili v Tiago Cacao | 2-6,2-6 |
| ITF M25 Bacau | 2021/08/20 08:00 | Dragos Nicolae Madaras v Tiago Cacao | 6-2,4-6,7-6 |
| ITF M25 Bacau | 2021/08/19 11:15 | Tiago Cacao v Marko Tepavac | 6-4,6-7,6-3 |
| ITF M25 Bacau | 2021/08/18 12:00 | Vasile Antonescu v Tiago Cacao | 2-6,4-6 |
| ITF M15 Curtea de Arges | 2021/08/14 11:20 | Facundo Juarez v Tiago Cacao | 6-3,1-6,7-6 |
| ITF M15 Curtea de Arges | 2021/08/12 08:55 | Tiago Cacao v Nicolae Frunza | 6-4,6-4 |
| ITF M25 Madrid | 2021/09/16 09:15 | Roberto Ortega-Olmedo v Luca Nardi | 4-6,2-6 |
| ITF M25 Madrid | 2021/09/14 09:10 | Roberto Ortega-Olmedo v Ignacio Monzon | 6-3,6-2 |
| Challenger Seville | 2021/09/06 19:00 | Roberto Ortega-Olmedo v Adrian Andreev | 6-7,0-6 |
| Challenger Mallorca | 2021/09/02 14:30 | Joao Sousa v Roberto Ortega-Olmedo | 6-3,6-3 |
| Challenger Mallorca | 2021/08/31 10:00 | Roberto Ortega-Olmedo v Nicolas Mejia | 7-5,7-5 |
| Challenger Prague | 2021/08/23 10:00 | Roberto Ortega-Olmedo v Alexander Ritschard | 1-6,1-6 |
| ITF M25 Frankfurt am Main | 2021/08/11 09:00 | Roberto Ortega-Olmedo v Matthew Romios | 2-6,4-6 |
| Challenger Segovia | 2021/07/27 14:00 | Roberto Ortega-Olmedo v Cem Ilkel | 6-3,6-7,4-6 |