Stadium: Court 9 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Castelo Branco | 2023/07/20 08:30 | Goncalo Oliveira v Tiago Pereira | 6-2,7-6 |
| ITF M25 Sintra | 2023/09/14 10:40 | Goncalo Oliveira v Francisco Rocha | 6-3,6-2 |
| ITF M25 Sintra | 2023/09/13 09:00 | Goncalo Oliveira v Leopold Zima | 6-0,6-1 |
| ITF M25 Idanha-A-Nova | 2023/09/04 08:00 | Goncalo Oliveira v Alberto Barroso Campos | 6-4,6-4 |
| ITF M25 Idanha-A-Nova | 2023/09/02 08:00 | Goncalo Oliveira v Robin Bertrand | 4-6,6-3,6-4 |
| ITF M25 Idanha-A-Nova | 2023/09/01 08:00 | Goncalo Oliveira v Loic N Tenguere | 6-2,6-4 |
| ITF M25 Idanha-A-Nova | 2023/08/31 10:15 | Goncalo Oliveira v Goncalo Marques | 6-3,6-3 |
| ITF M25 Idanha-A-Nova | 2023/08/30 08:00 | Goncalo Oliveira v Alexander Bravo | 6-1,6-1 |
| ITF M25 Idanha-A-Nova | 2023/08/24 07:55 | Goncalo Oliveira v Alberto Barroso Campos | 4-6,2-6 |
| ITF M25 Sintra | 2023/09/14 11:20 | Michele Ribecai v Tiago Pereira | 3-6,2-6 |
| ITF M25 Sintra | 2023/09/13 10:30 | Tiago Pereira v Martyn Pawelski | 7-6,6-2 |
| ITF M25 Sintra | 2023/09/07 11:50 | Tiago Pereira v Henrique Rocha | 6-7,6-2,3-6 |
| ITF M25 Sintra | 2023/09/06 16:35 | Tiago Pereira v Guillaume Dalmasso | 6-4,6-3 |
| ITF M25 Idanha-A-Nova | 2023/09/01 08:00 | Alberto Barroso Campos v Tiago Pereira | 7-6,7-6 |
| ITF M25 Idanha-A-Nova | 2023/08/31 08:00 | Tiago Pereira v Martyn Pawelski | 7-6,6-3 |
| ITF M25 Idanha-A-Nova | 2023/08/30 08:00 | Tiago Pereira v Daniel Batista | 6-4,6-3 |
| ITF M25 Idanha-A-Nova | 2023/08/24 08:00 | Kacper Zuk v Tiago Pereira | 6-2,6-2 |