Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| ITF Portugal F8 | 2016/07/15 12:00 | Monteiro, Joao v Cacao, Tiago | 6-1,6-4 |
| ITF Portugal F5 | 2018/03/22 16:25 | Monteiro, Joao v Kenneth Raisma | 6-4,6-1 |
| ITF Portugal F5 | 2018/03/21 17:15 | Monteiro, Joao v Sieber, Marc | 5-7,6-3,6-2 |
| Challenger Santiago Qual | 2018/03/04 17:10 | Monteiro, Joao v Juan Pablo Ficovich | 2-6,3-6 |
| Challenger Santiago Qual | 2018/03/03 18:55 | Monteiro, Joao v Thiago Seyboth Wild | 6-4,7-6 |
| Challenger - Punta del Este | 2018/02/26 23:45 | Guido Andreozzi v Monteiro, Joao | 2-6,7-6,6-4 |
| ITF Spain F2 | 2018/01/26 13:00 | Monteiro, Joao v Yunseong Chung | 7-6,5-7,3-6 |
| ITF Spain F2 | 2018/01/25 09:00 | Monteiro, Joao v Rondoni, Pietro | 6-0,6-2 |
| ITF Spain F2 | 2018/01/23 12:35 | Monteiro, Joao v Vega Hernandez, David | 7-6,3-6,6-2 |
| ITF Portugal F5 Qual | 2018/03/22 13:20 | Cacao, Tiago v Lindell, Christian | 7-5,3-6,6-3 |
| ITF Portugal F5 | 2018/03/21 12:05 | Johan Nikles v Cacao, Tiago | 4-6,4-6 |
| Portugal F4, Singles Qualifying | 2018/03/12 13:00 | Ouahab, Lamine v Cacao, Tiago | 6-4,4-6,6-4 |
| ITF Portugal F3 | 2018/03/10 12:50 | Severino, Carlos Eduardo v Cacao, Tiago | 3-6,6-2,6-1 |
| ITF Portugal F3 | 2018/03/08 13:30 | Cacao, Tiago v Ortega-Olmedo, Roberto | 6-2,1-6,6-4 |
| ITF Portugal F2 | 2018/02/27 18:30 | Vivero Gonzalez, Pablo v Cacao, Tiago | 6-3,6-0 |
| ITF Portugal F1 | 2018/02/25 11:00 | Cacao, Tiago v Frederico Ferreira Silva | 2-6,7-6,5-7 |
| ITF Portugal F1 | 2018/02/24 13:05 | Mertens, Yannick v Cacao, Tiago | 3-6,6-4,4-6 |