Stadium: Court 9 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Castelo Branco | 2022/07/28 13:00 | Adan Freire Da Silva v Pedro Araujo | 2-6,2-6 |
| ITF M25 Sintra | 2023/09/12 11:35 | Adan Freire Da Silva v Rafael Mazon-Hernandez | 6-3,6-2 |
| ITF M25 Sintra | 2023/09/05 14:30 | Adan Freire Da Silva v Philip Hjorth | 6-2,6-7,7-10 |
| ITF M25 Idanha-A-Nova | 2023/08/29 09:10 | Adan Freire Da Silva v David Perez Sanz | 3-6,7-6,2-6 |
| ITF M25 Porto | 2023/07/28 10:00 | Adan Freire Da Silva v Alexandre Reco | 4-6,6-3,5-7 |
| ITF M25 Porto | 2023/07/27 10:00 | Nuno Pinheiro v Adan Freire Da Silva | 3-6,2-6 |
| ITF M25 Porto | 2023/07/26 14:25 | Afonso Portugal v Adan Freire Da Silva | 3-6,3-6 |
| ITF M25 Porto | 2023/07/25 09:55 | Adan Freire Da Silva v Francisco Oliveira | 6-3,6-4 |
| ITF M25 Porto | 2023/07/24 10:00 | Adan Freire Da Silva v Guilherme Valdoleiros | 6-3,2-6,10-5 |
| ITF M25 Sintra | 2023/09/07 12:50 | Pedro Araujo v Duarte Vale | 6-4,5-7,4-6 |
| ITF M25 Sintra | 2023/09/06 12:20 | Preston Brown v Pedro Araujo | 2-6,6-7 |
| ITF M25 Idanha-A-Nova | 2023/08/30 09:20 | Alberto Barroso Campos v Pedro Araujo | 2-6,6-0,6-3 |
| ITF M25 Idanha-A-Nova | 2023/08/23 07:55 | Goncalo Oliveira v Pedro Araujo | 6-4,3-6,6-3 |
| Challenger Porto | 2023/07/31 12:00 | Pedro Araujo v Joao Domingues | 2-6,6-4,0-6 |
| Challenger Porto | 2023/07/30 15:50 | Fabrizio Andaloro v Pedro Araujo | 2-6,3-6 |
| ITF M25 Porto | 2023/07/26 09:55 | Alexandre Reco v Pedro Araujo | 7-6,6-3 |
| ITF M25 Castelo Branco | 2023/07/19 08:30 | Goncalo Oliveira v Pedro Araujo | 6-4,6-4 |