Stadium: Court 4 Round: 25 Ground: Clay
| 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 Idanha-A-Nova | 2023/08/31 10:15 | Goncalo Oliveira v Goncalo Marques | 6-3,6-3 |
| ITF M25 Santa Margherita | 2023/09/24 08:00 | Nicolas Parizzia v Pietro Pampanin | 7-6,3-6,10-8 |
| ITF M25 Pozzuoli | 2023/09/12 11:00 | Pietro Pampanin v Niccolo Catini | 6-4,2-6,3-6 |
| ITF M25 Pozzuoli | 2023/09/11 10:35 | Pietro Pampanin v Pasquale De Giorgio | 6-2,7-6 |
| ITF M25 Pozzuoli | 2023/09/10 11:25 | Pietro Pampanin v Teo Masera | 6-7,7-5,10-4 |
| ITF M15 Forli | 2023/08/27 13:00 | Pietro Pampanin v Riccardo Mascarini | 1-6,6-7 |
| ITF M25 Lesa | 2023/08/21 11:00 | Pietro Pampanin v Nicolo Pozzani | 7-5,0-6,6-10 |
| ITF M15 Xativa | 2023/07/30 15:00 | Pietro Pampanin v Francisco Oliveira | 6-0,3-6,10-8 |
| ITF M15 Perugia | 2023/07/25 09:30 | Francesco Liucci v Pietro Pampanin | 7-5,2-6,10-7 |