Stadium: Court 7 Round: 14 Ground: Clay
| ATP Gstaad | 2023/07/15 13:30 | Otto Virtanen v Alexander Weis | 6-3,7-6 |
| Challenger San Benedetto | 2023/07/10 09:00 | Alexander Weis v Federico Arnaboldi | 4-6,6-3,6-3 |
| Challenger San Benedetto | 2023/07/09 09:00 | Alexander Weis v Luca Potenza | 6-3,6-1 |
| Challenger Milan | 2023/07/06 11:35 | Luca Nardi v Alexander Weis | 1-6,7-6,6-2 |
| Challenger Milan | 2023/07/04 13:25 | Alexander Weis v Hugo Grenier | 6-2,6-3 |
| Challenger Milan | 2023/07/03 08:00 | Alexander Weis v Remy Bertola | 6-3,6-3 |
| Challenger Milan | 2023/07/02 09:55 | Alexander Weis v Riccardo Di Vita | 6-2,6-4 |
| Challenger Modena | 2023/06/26 08:00 | Alexander Weis v Remy Bertola | 6-4,3-6,2-6 |
| 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 |
| Challenger Troyes | 2023/07/02 13:30 | Gonzalo Villanueva v Valerio Aboian | 0-6,4-6 |
| ITF M15 Bergamo | 2023/06/27 11:15 | Samuele Pieri v Gonzalo Villanueva | 6-1,6-4 |
| Challenger Parma | 2023/06/18 13:40 | Maxime Janvier v Gonzalo Villanueva | 6-3,6-4 |
| Challenger Perugia | 2023/06/11 08:00 | Nino Serdarusic v Gonzalo Villanueva | 4-6,7-5,6-3 |