Stadium: Court 0 Round: 26 Ground: Clay
| ITF M15 Forli | 2023/08/28 10:00 | Leonardo Rossi v Gabriele Maria Noce | 6-3,7-5 |
| ITF M15 Caslano | 2023/08/23 07:00 | Yannik Steinegger v Leonardo Rossi | 7-6,6-4 |
| ITF M15 Hyvinkaa | 2023/08/05 14:20 | Leonardo Rossi v Maxence Rivet | 6-7,3-6 |
| ITF M15 Hyvinkaa | 2023/08/05 08:00 | Lewie Lane v Leonardo Rossi | 6-7,3-6 |
| ITF M15 Hyvinkaa | 2023/08/04 09:00 | Adam Heinonen v Leonardo Rossi | 4-6,3-6 |
| ITF M15 Hyvinkaa | 2023/08/03 10:00 | Younes Lalami Laaroussi v Leonardo Rossi | 1-6,5-7 |
| ITF M15 Vejle | 2023/07/27 08:00 | Leonardo Rossi v Luigi Sorrentino | 5-7,3-6 |
| ITF M15 Vejle | 2023/07/26 07:00 | Leonardo Rossi v Jack Karlsson Winstrand | 6-4,3-6,6-3 |
| ITF M15 Forli | 2023/08/28 13:30 | Andrea Bolla v Luca Giacomini | 3-6,3-6 |
| ITF M15 Caslano | 2023/08/25 16:00 | Andrey Chepelev v Luca Giacomini | 7-5,3-6,6-3 |
| ITF M15 Caslano | 2023/08/24 13:55 | Lorenzo Vatteroni v Luca Giacomini | 1-6,0-6 |
| ITF M15 Caslano | 2023/08/22 07:00 | Nicolas Parizzia v Luca Giacomini | 6-7,4-6 |
| ITF M25 Osijek | 2023/08/10 13:10 | Dusan Obradovic v Luca Giacomini | 6-2,7-6 |
| ITF M25 Osijek | 2023/08/09 12:25 | Jan Kupcic v Luca Giacomini | 6-2,2-6,3-6 |
| ITF M25 Pitesti | 2023/08/05 11:00 | Cezar Cretu v Luca Giacomini | 7-6,6-2 |
| ITF M25 Pitesti | 2023/08/04 08:00 | Bor Artnak v Luca Giacomini | 2-6,6-0,4-6 |