Stadium: Court Central Round: 27 Ground: Hardcourt outdoor
| ITF Portugal F3 | 2018/03/08 13:30 | Tiago Cacao v Roberto Ortega-Olmedo | 6-2,1-6,6-4 |
| ITF M25 Oliveira De Azemeis | 2019/09/26 10:00 | Roberto Ortega-Olmedo v David Perez Sanz | 4-6,6-0,6-1 |
| ITF M25 Oliveira De Azemeis | 2019/09/24 16:55 | Roberto Ortega-Olmedo v Alberto Barroso Campos | 6-2,6-2 |
| ITF M25 Oliveira De Azemeis | 2019/09/24 12:30 | Roberto Ortega-Olmedo v Alberto Barroso Campos | 6-2,6-2 |
| Challenger Glasgow | 2019/09/18 14:05 | Roberto Ortega-Olmedo v Botic Van De Zandschulp | 0-6,0-6 |
| Challenger Shanghai | 2019/09/12 02:30 | Di Wu v Roberto Ortega-Olmedo | 6-1,5-7,7-6 |
| Challenger Shanghai | 2019/09/10 07:25 | Yecong He v Roberto Ortega-Olmedo | 2-6,3-6 |
| Challenger Jinan | 2019/09/04 02:00 | Tung-Lin Wu v Roberto Ortega-Olmedo | 5-7,6-2,7-5 |
| Challenger Baotou | 2019/08/29 02:00 | Frederico Ferreira Silva v Roberto Ortega-Olmedo | 6-1,6-1 |
| ITF M25 Oliveira De Azemeis | 2019/09/26 10:00 | Tiago Cacao v Pablo Vivero Gonzalez | 1-6,7-6,6-3 |
| ITF M25 Oliveira De Azemeis | 2019/09/24 15:30 | Tiago Cacao v Joao Ferreira | 6-1,6-1 |
| ITF M15 Sao Bras Alportel | 2019/09/06 09:00 | Tiago Cacao v Luke Johnson | 6-4,2-6,4-6 |
| ITF M15 Sao Bras Alportel | 2019/09/05 10:40 | Tiago Cacao v Afonso Salgado | 6-2,6-1 |
| ITF M15 Sao Bras Alportel | 2019/09/04 11:40 | Tiago Cacao v Fabio Coelho | 6-4,7-5 |
| ITF M15 Sintra | 2019/08/23 11:10 | Tiago Cacao v Yannick Mertens | 3-6,7-6,6-7 |
| ITF M15 Sintra | 2019/08/22 09:00 | Tiago Cacao v Filipe Brandao | 0-6,6-3,6-4 |
| ITF M15 Sintra | 2019/08/20 13:15 | Tiago Cacao v Pedro Araujo | 7-5,6-2 |