Stadium: Center Court Round: 44 Ground: Clay
| ITF M25 Telavi | 2023/10/16 06:00 | Pietro Pampanin v Julian Onken | 7-5,4-6,10-4 |
| ITF M25 Santa Margherita | 2023/10/02 10:40 | Goncalo Oliveira v Pietro Pampanin | 2-6,6-2,6-3 |
| ITF M25 Santa Margherita | 2023/09/24 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 M25 Telavi | 2023/10/16 06:00 | Mikhail Malakhovich v Andrea Fiorentini | 7-6,1-6,6-10 |
| ITF M25 Zlatibor | 2023/09/27 07:00 | Aleksandar Mihailovic v Andrea Fiorentini | 6-3,7-6 |
| ITF M25 Zlatibor | 2023/09/26 07:00 | Andrea Fiorentini v Enrique Bogo | 6-1,5-7,10-7 |
| ITF M15 Kursumlijska Banja | 2023/09/20 07:00 | Mihai Alexandru Coman v Andrea Fiorentini | 7-5,6-3 |
| ITF M15 Kursumlijska Banja | 2023/09/19 07:00 | Enrique Bogo v Andrea Fiorentini | 4-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/09/18 09:30 | Alexandar Balj v Andrea Fiorentini | 2-6,5-7 |
| ITF M15 Forli | 2023/08/27 07:00 | Niccolo Catini v Andrea Fiorentini | 6-3,6-3 |
| ITF M15 Caslano | 2023/08/20 07:25 | Arthur Laborde v Andrea Fiorentini | 6-4,6-2 |