Stadium: Grandstand Round: 26 Ground: Clay
| ITF M25 Cattolica | 2023/06/22 12:00 | Gonzalo Bueno v Julian Ocleppo | 6-0,6-4 |
| ITF M25 Cattolica | 2023/06/21 12:00 | Gonzalo Bueno v Andrea Picchione | 6-4,6-2 |
| ITF M25 Cattolica | 2023/06/20 09:50 | Gonzalo Bueno v Carlo A Caniato | 6-4,6-4 |
| ITF M25 Risskov/Aarhus | 2023/06/13 08:30 | Gonzalo Bueno v Henrik Heise Korsgaard | 5-7,7-6,2-6 |
| Challenger Prostejov | 2023/06/04 08:00 | Pol Martin Tiffon v Gonzalo Bueno | 6-0,6-1 |
| ITF M25 Rome | 2023/05/30 08:00 | Gonzalo Bueno v Goncalo Oliveira | 6-7,6-3,1-6 |
| ITF M25 Mataro | 2023/05/26 09:00 | Gonzalo Bueno v Coleman Wong | 5-7,6-4,0-6 |
| ITF M25 Mataro | 2023/05/24 09:30 | Gonzalo Bueno v Facundo Juarez | 6-4,4-6,7-5 |
| Challenger Milan | 2023/07/04 14:45 | Luciano Darderi v Cristian Garin | 6-3,7-5 |
| Wimbledon | 2023/06/26 12:10 | Maximilian Marterer v Luciano Darderi | 5-7,6-1,6-1 |
| Challenger Parma | 2023/06/20 08:30 | Riccardo Bonadio v Luciano Darderi | 7-6,6-4 |
| Challenger Perugia | 2023/06/12 14:30 | Alexandre Muller v Luciano Darderi | 6-4,3-6,6-1 |
| Challenger Prostejov | 2023/06/05 12:25 | Luciano Darderi v Dalibor Svrcina | 7-5,4-6,0-6 |
| Challenger Vicenza | 2023/05/29 17:30 | Luciano Darderi v Luca Nardi | 6-1,1-6,3-6 |
| French Open | 2023/05/22 09:20 | Facundo Bagnis v Luciano Darderi | 6-3,6-4 |
| Challenger Turin | 2023/05/15 13:30 | Edoardo Lavagno v Luciano Darderi | 7-5,6-3 |