Stadium: Central Round: 26 Ground: Clay
| Challenger Oeiras | 2023/05/16 10:10 | Jan Choinski v Alessandro Giannessi | 6-3,4-6,6-4 |
| Challenger Oeiras | 2023/05/15 09:00 | Alessandro Giannessi v Daniel Michalski | 6-4,6-4 |
| Challenger Oeiras | 2023/05/14 10:25 | Alessandro Giannessi v Alberto Barroso Campos | 6-1,6-3 |
| Challenger Francavilla | 2023/05/10 11:20 | Benoit Paire v Alessandro Giannessi | 7-5,7-5 |
| Challenger Francavilla | 2023/05/09 09:00 | Alessandro Giannessi v Marco Trungelliti | 3-6,6-3,6-4 |
| Challenger Cagliari | 2023/05/04 11:45 | Alessandro Giannessi v Thanasi Kokkinakis | 4-6,2-6 |
| Challenger Cagliari | 2023/05/03 10:25 | Alessandro Giannessi v Francesco Passaro | 3-6,7-6,6-4 |
| Challenger Cagliari | 2023/05/02 08:30 | Alessandro Giannessi v Alexander Erler | 7-5,6-1 |
| Challenger Tunis | 2023/05/17 10:35 | Maximilian Marterer v Daniel Rincon | 6-3,6-4 |
| Challenger Tunis | 2023/05/16 14:50 | Joris De Loore v Daniel Rincon | 6-4,5-7,3-6 |
| Challenger Tunis | 2023/05/16 10:50 | Hady Habib v Daniel Rincon | 2-6,3-6 |
| Challenger Tunis | 2023/05/14 15:05 | Youssef Labbene v Daniel Rincon | 3-6,3-6 |
| Challenger Prague | 2023/05/09 13:20 | Guido Andreozzi v Daniel Rincon | 6-4,6-4 |
| Challenger Prague | 2023/05/08 10:35 | Daniel Rincon v Bor Artnak | 6-2,6-2 |
| Challenger Prague Qual | 2023/05/07 11:40 | Daniel Rincon v Petr Brunclik | 6-1,6-7,7-6 |
| ATP Madrid | 2023/04/25 09:00 | Daniel Rincon v Hugo Grenier | 3-6,7-6,2-6 |