Estádio: Court 3 Round: 26 Ground: Clay
| ITF - M25 Santa Margherita | 2023/10/02 10:40 | Goncalo Oliveira v Pietro Pampanin | 2-6,6-2,6-3 |
| ITF - M25 Santa Margherita | 2023/09/26 13:20 | Goncalo Oliveira v Gabriele Piraino | 5-7,4-6 |
| ITF - M25 Sintra | 2023/09/15 10:50 | Goncalo Oliveira v Tiago Pereira | 6-4,3-6,6-2 |
| 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 Santa Margherita | 2023/10/03 12:55 | Lorenzo Carboni v Federico Arnaboldi | 6-2,0-6,3-6 |
| ITF - M25 Santa Margherita | 2023/09/27 10:05 | Gilles Arnaud Bailly v Federico Arnaboldi | 7-6,6-1 |
| ITF - M25 Santa Margherita | 2023/09/26 08:00 | Federico Arnaboldi v Giovanni Oradini | 6-4,6-2 |
| ITF - M25 Santa Margherita | 2023/09/23 09:00 | Daniel Michalski v Federico Arnaboldi | 2-6,6-4,6-2 |
| ITF - M25 Santa Margherita | 2023/09/22 10:45 | Giovanni Oradini v Federico Arnaboldi | 1-6,3-6 |
| ITF - M25 Santa Margherita | 2023/09/21 10:50 | Federico Arnaboldi v Carlos Lopez Montagud | 4-6,6-4,7-6 |
| ITF - M25 Santa Margherita | 2023/09/20 08:30 | Federico Arnaboldi v Fabrizio Andaloro | 6-4,6-7,6-2 |
| ITF - M25 Santa Margherita | 2023/09/18 12:55 | Federico Arnaboldi v Giorgio Tabacco | 6-3,6-3 |