Estádio: Court 1 Round: 26 Ground: Hardcourt outdoor
| 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 Idanha-a-Nova | 2023/08/23 07:55 | Goncalo Oliveira v Pedro Araujo | 6-4,3-6,6-3 |
| 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 - Segóvia | 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 Idanha-a-Nova | 2023/08/30 12:20 | Goncalo Marques v Jake Van Emburgh | 7-6,6-4 |
| ITF - M25 Idanha-a-Nova | 2023/08/28 09:50 | Goncalo Falcao v Goncalo Marques | 5-7,4-6 |