Stadium: Court 3 Round: 14 Ground: Clay
| Challenger Verona | 2023/07/23 08:00 | Max Houkes v Simone Roncalli | 6-4,6-7,6-2 |
| ITF M15 Cluj Napoca | 2023/06/22 07:00 | Radu Mihai Papoe v Simone Roncalli | 6-4,6-1 |
| ITF M15 Cluj Napoca | 2023/06/21 11:10 | Gabriel Ghetu v Simone Roncalli | 2-6,4-6 |
| ITF M15 Cluj Napoca | 2023/06/19 12:55 | Matei Cristian Onofrei v Simone Roncalli | 2-6,5-7 |
| ITF M15 Pazardzhik | 2023/05/26 07:00 | Simone Roncalli v Matyas Fuele | 4-6,5-7 |
| ITF M15 Pazardzhik | 2023/05/25 08:30 | Simone Roncalli v Gabriel Donev | 6-1,6-1 |
| ITF M15 Pazardzhik | 2023/05/24 07:00 | Simone Roncalli v Sean Hess | 6-2,7-5 |
| ITF M15 Pazardzhik | 2023/05/21 12:30 | Iliyan Radulov v Simone Roncalli | 6-4,6-1 |
| Challenger Zug | 2023/07/25 08:50 | Arthur Rinderknech v Gianmarco Ferrari | 7-6,6-3 |
| Challenger Zug | 2023/07/24 12:10 | Gianmarco Ferrari v Vladyslav Orlov | 6-3,6-4 |
| Challenger Zug | 2023/07/23 13:20 | Joao Lucas Reis da Silva v Gianmarco Ferrari | 3-6,6-7 |
| Challenger San Benedetto | 2023/07/11 12:55 | Gianmarco Ferrari v Flavio Cobolli | 3-6,1-6 |
| Challenger Milan | 2023/07/03 15:00 | Facundo Diaz Acosta v Gianmarco Ferrari | 6-0,6-2 |
| Challenger Modena | 2023/06/29 18:00 | Gianmarco Ferrari v Emilio Nava | 1-6,7-6,2-6 |
| Challenger Modena | 2023/06/28 08:30 | Renzo Olivo v Gianmarco Ferrari | 3-6,4-6 |
| Challenger Modena | 2023/06/26 14:30 | Filip Cristian Jianu v Gianmarco Ferrari | 7-6,4-6,4-6 |