Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Castelo Branco | 2023/07/19 08:30 | Goncalo Oliveira v Pedro Araujo | 6-4,6-4 |
| Challenger Lisbon | 2021/09/27 13:00 | Goncalo Oliveira v Pedro Araujo | 7-6,6-4 |
| Challenger Santo Domingo | 2023/08/09 16:00 | Goncalo Oliveira v Francisco Comesana | 4-6,0-6 |
| Challenger Porto | 2023/08/02 16:30 | Goncalo Oliveira v Luca Nardi | 4-6,6-3,3-6 |
| Challenger Porto | 2023/08/01 13:05 | Goncalo Oliveira v Lucas Poullain | 6-4,6-0 |
| Challenger Segovia | 2023/07/25 11:45 | Cem Ilkel v Goncalo Oliveira | 7-6,7-6 |
| ITF M25 Castelo Branco | 2023/07/23 09:00 | Goncalo Oliveira v Fabrizio Andaloro | 6-2,6-1 |
| ITF M25 Castelo Branco | 2023/07/22 08:30 | Goncalo Oliveira v Guillaume Dalmasso | 7-6,3-6,7-6 |
| ITF M25 Castelo Branco | 2023/07/21 08:30 | Goncalo Oliveira v Julio Cesar Porras | 7-6,7-5 |
| ITF M25 Castelo Branco | 2023/07/20 08:30 | Goncalo Oliveira v Tiago Pereira | 6-2,7-6 |
| 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 |
| ITF M25 Bakio | 2023/06/27 12:00 | Dan Added v Pedro Araujo | 6-2,6-0 |
| ITF M25 Mungia | 2023/06/22 12:30 | Pedro Vives Marcos v Pedro Araujo | 6-4,6-3 |
| ITF M25 Mungia | 2023/06/21 10:30 | Goncalo Falcao v Pedro Araujo | 2-6,2-6 |
| ITF M15 Monastir | 2023/06/01 08:30 | Alexis Gautier v Pedro Araujo | 6-2,6-1 |