Stadium: Center Court Round: 19 Ground: Clay
| Challenger Modena | 2023/06/25 09:30 | Alexander Weis v Lautaro Midon | 7-5,6-1 |
| Challenger Parma | 2023/06/20 10:15 | Blaz Rola v Alexander Weis | 6-3,1-6,6-3 |
| Challenger Perugia | 2023/06/13 10:05 | Edoardo Lavagno v Alexander Weis | 6-3,7-6 |
| Challenger Perugia | 2023/06/12 10:10 | Alvaro Lopez San Martin v Alexander Weis | 6-3,6-7,6-7 |
| Challenger Perugia | 2023/06/11 11:55 | Giovanni Oradini v Alexander Weis | 1-6,4-6 |
| Challenger Vicenza | 2023/05/28 08:30 | Giovanni Fonio v Alexander Weis | 6-2,6-4 |
| Challenger Skopje | 2023/05/25 10:35 | Dragos Nicolae Madaras v Alexander Weis | 6-3,6-3 |
| Challenger Skopje | 2023/05/24 11:05 | Alexander Weis v Roman Andres Burruchaga | 6-4,6-0 |
| Challenger Modena | 2023/06/25 08:00 | Juan Bautista Otegui v Remy Bertola | 4-6,6-3,1-6 |
| Challenger Parma | 2023/06/18 10:00 | Remy Bertola v Blaz Rola | 6-4,5-7,3-6 |
| Challenger Perugia | 2023/06/11 15:00 | Stefano Napolitano v Remy Bertola | 4-6,7-6,6-4 |
| ITF M25 Rome | 2023/06/02 11:35 | Remy Bertola v Goncalo Oliveira | 3-6,4-6 |
| ITF M25 Rome | 2023/06/01 09:00 | Remy Bertola v Andrey Chepelev | 7-6,1-6,6-3 |
| ITF M25 Rome | 2023/05/31 09:55 | Remy Bertola v Riccardo Balzerani | 1-6,7-6,7-6 |
| ITF M25 Rome | 2023/05/30 11:50 | Remy Bertola v Giorgio Tabacco | 7-6,7-6 |
| ITF M25 Mataro | 2023/05/24 14:45 | Remy Bertola v David Jorda Sanchis | 4-6,4-6 |