Stadium: Center Court 1 Round: 26 Ground: Clay
| ITF M25 Bolzano | 2023/08/01 10:30 | Samuele Pieri v Noah Perfetti | 6-2,6-1 |
| ITF M15 Perugia | 2023/07/27 14:50 | Samuele Pieri v Luca Tomasetto | 4-6,6-3,2-6 |
| ITF M15 Perugia | 2023/07/26 09:30 | Marco Miceli v Samuele Pieri | 7-5,4-6,4-6 |
| ITF M15 Perugia | 2023/07/25 15:00 | Samuele Pieri v Daniel Bagnolini | 6-2,3-6,10-0 |
| ITF M15 Perugia | 2023/07/24 12:00 | Samuele Pieri v Antonio Caruso | 6-2,7-6 |
| ITF M15 Gubbio | 2023/07/20 16:30 | Daniel Bagnolini v Samuele Pieri | 7-6,3-6,6-3 |
| ITF M15 Gubbio | 2023/07/17 08:00 | Samuele Pieri v Andrea Bolla | 6-3,7-5 |
| ITF M15 Gubbio | 2023/07/16 07:00 | Samuele Pieri v Alessio Balestrieri | 6-0,6-0 |
| ITF M25 Bolzano | 2023/08/01 10:35 | Antonio Caruso v Giovanni Oradini | 4-6,0-6 |
| Challenger Verona | 2023/07/24 08:00 | Valentin Royer v Giovanni Oradini | 6-2,2-6,6-1 |
| Challenger Verona | 2023/07/23 10:25 | Lorenzo Rottoli v Giovanni Oradini | 6-7,1-6 |
| Challenger Milan | 2023/07/06 10:15 | Matteo Gigante v Giovanni Oradini | 6-1,6-2 |
| Challenger Milan | 2023/07/04 11:45 | Giovanni Oradini v Oleksii Krutykh | 6-2,1-6,6-3 |
| Challenger Milan | 2023/07/03 09:40 | Dmitry Popko v Giovanni Oradini | 6-1,3-6,5-7 |
| Challenger Milan | 2023/07/02 12:20 | Giovanni Oradini v Carlos Taberner | 6-7,6-3,6-3 |
| Challenger Modena | 2023/06/25 10:10 | Alibek Kachmazov v Giovanni Oradini | 6-3,6-7,7-5 |