Stadium: Court 4 Round: 26 Ground: Clay
| ITF M25 Santa Margherita | 2023/10/10 10:15 | Gian Marco Ortenzi v Gianmarco Ferrari | 6-2,3-6,7-5 |
| ITF M25 Santa Margherita | 2023/10/09 08:00 | Luciano Carraro v Gian Marco Ortenzi | 5-7,4-6 |
| ITF M25 Santa Margherita | 2023/10/08 08:00 | Niccolo Dessi v Gian Marco Ortenzi | 2-6,1-6 |
| ITF M25 Pozzuoli | 2023/09/12 13:00 | Stefano D'Agostino v Gian Marco Ortenzi | 6-4,6-4 |
| ITF M25 Pozzuoli | 2023/09/11 08:55 | Gian Marco Ortenzi v Gabriele Camilli | 6-1,6-3 |
| ITF M25 Pozzuoli | 2023/09/10 09:45 | Gian Marco Ortenzi v Edoardo Monti | 6-1,7-6 |
| ITF M15 Bukurešť | 2023/08/31 10:55 | Jesse Flores v Gian Marco Ortenzi | 6-2,6-2 |
| ITF M15 Bukurešť | 2023/08/30 09:15 | Gian Marco Ortenzi v Ioan Alexandru Chirita | 6-1,6-4 |
| ITF M25 Santa Margherita | 2023/10/09 14:30 | Fausto Tabacco v Goncalo Oliveira | 4-6,3-6 |
| ITF M25 Santa Margherita | 2023/10/06 09:00 | Goncalo Oliveira v Gabriele Piraino | 7-6,3-6,3-6 |
| ITF M25 Santa Margherita | 2023/10/05 08:55 | Goncalo Oliveira v Kilian Feldbausch | 6-3,3-6,6-2 |
| ITF M25 Santa Margherita | 2023/10/04 12:25 | Goncalo Oliveira v Federico Arnaboldi | 6-3,6-3 |
| 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 |