Stadium: Court 3 Round: 25 Ground: Clay
| ITF M25 Santa Margherita | 2023/10/16 08:00 | Alessandro Bellifemine v Davide Pozzi | 6-2,6-3 |
| ITF M25 Santa Margherita | 2023/10/11 10:20 | Alessandro Bellifemine v Gabriele Pennaforti | 2-6,2-6 |
| ITF M25 Santa Margherita | 2023/10/10 10:00 | Lorenzo Ferri v Alessandro Bellifemine | 4-6,2-6 |
| ITF M25 Santa Margherita | 2023/10/09 08:00 | Alessandro Bellifemine v Patric Prinoth | 6-2,6-3 |
| ITF M25 Santa Margherita | 2023/09/19 12:35 | Alessandro Bellifemine v Niccolo Baroni | 1-6,4-6 |
| ITF M25 Santa Margherita | 2023/09/18 08:30 | Alessandro Bellifemine v Manuel Plunger | 6-7,6-4,10-3 |
| ITF M25 Santa Margherita | 2023/09/17 08:30 | Alessandro Bellifemine v Alberto Sanna | 7-5,6-4 |
| ITF M15 Pirot | 2023/09/04 08:30 | Alessandro Bellifemine v Marco Furlanetto | 2-6,0-6 |
| ITF M25 Santa Margherita | 2023/10/13 09:00 | Salvatore Caruso v Goncalo Oliveira | 6-3,6-1 |
| ITF M25 Santa Margherita | 2023/10/12 10:25 | Nikolas Sanchez Izquierdo v Goncalo Oliveira | 4-6,7-6,6-7 |
| ITF M25 Santa Margherita | 2023/10/11 08:00 | Gian Marco Ortenzi v Goncalo Oliveira | 3-6,4-6 |
| 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 |