Stadium: Acqua Maniva Round: 19 Ground: Clay
| Challenger - Cordenons | 2023/08/06 10:35 | Marcello Serafini v Simone Roncalli | 2-6,6-3,6-2 |
| Challenger - San Marino | 2023/08/01 09:00 | Daniel Rincon v Marcello Serafini | 7-6,7-6 |
| Challenger - San Marino | 2023/07/31 09:00 | Francesco Forti v Marcello Serafini | 5-7,6-3,0-6 |
| Challenger - San Marino | 2023/07/30 10:25 | Peter Heller v Marcello Serafini | 4-6,4-6 |
| Challenger - Verona | 2023/07/23 11:10 | Valentin Royer v Marcello Serafini | 6-2,6-4 |
| Challenger - Trieste | 2023/07/20 12:15 | Marcello Serafini v Pedro Martinez | 3-6,5-7 |
| Challenger - Trieste | 2023/07/18 15:15 | Carlos Sanchez Jover v Marcello Serafini | 5-7,6-1,6-7 |
| Challenger - San Benedetto | 2023/07/11 15:00 | Richard Gasquet v Marcello Serafini | 7-5,6-2 |
| Challenger - Cordenons | 2023/08/06 09:00 | Benito Massacri v Gonzalo Villanueva | 1-6,2-6 |
| Challenger - San Marino | 2023/07/30 11:00 | Gonzalo Villanueva v Daniel Dutra Da Silva | 0-6,1-6 |
| Challenger - Verona | 2023/07/24 10:15 | Gonzalo Villanueva v Stefano Napolitano | 7-6,4-6,4-6 |
| Challenger - Verona | 2023/07/23 14:15 | Alexander Weis v Gonzalo Villanueva | 6-7,6-3,4-6 |
| Challenger - Trieste | 2023/07/18 12:10 | Fabian Marozsan v Gonzalo Villanueva | 6-2,7-6 |
| Challenger - Trieste | 2023/07/17 10:10 | Stefano Napolitano v Gonzalo Villanueva | 6-7,6-2,6-3 |
| Challenger - Trieste | 2023/07/16 12:55 | Mircea-Alexandru Jecan v Gonzalo Villanueva | 3-6,6-3,1-6 |
| Challenger - San Benedetto | 2023/07/09 14:30 | Luca Castagnola v Gonzalo Villanueva | 6-3,7-5 |