Stadium: Grand Stand Round: 25 Ground: Clay
| Challenger Parma | 2023/06/19 08:00 | Blaz Rola v Sandro Kopp | 6-7,6-4,6-4 |
| Challenger Parma | 2023/06/18 10:00 | Remy Bertola v Blaz Rola | 6-4,5-7,3-6 |
| Challenger Bratislava | 2023/06/11 12:35 | Blaz Rola v Illya Marchenko | 6-4,5-7,3-6 |
| Challenger Skopje | 2023/05/21 12:15 | Maks Kasnikowski v Blaz Rola | 1-6,7-5,7-5 |
| ITF M15 Krsko | 2023/05/19 09:35 | Blaz Rola v Lukas Pokorny | 3-6,4-6 |
| ITF M15 Krsko | 2023/05/18 15:40 | Davide Galoppini v Blaz Rola | 4-6,1-6 |
| ITF M15 Monastir | 2023/04/30 09:00 | Blaz Rola v Adrien Gobat | 7-6,6-2 |
| ITF M15 Monastir | 2023/04/29 09:00 | Andrea Guerrieri v Blaz Rola | 7-6,2-6,2-6 |
| 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 Skopje | 2023/05/22 11:45 | Alexander Weis v Marko Topo | 6-3,6-3 |
| Challenger Skopje | 2023/05/21 12:25 | Alexander Weis v Edas Butvilas | 6-4,4-6,6-2 |