Stadium: Central Round: 26 Ground: Clay
| Challenger Seville | 2023/09/04 19:50 | Jaume Munar v Alessandro Giannessi | 7-6,3-6,4-6 |
| Challenger Como | 2023/08/31 10:30 | Alessandro Giannessi v Rudolf Molleker | 3-6,1-6 |
| Challenger Como | 2023/08/29 09:00 | Jelle Sels v Alessandro Giannessi | 2-6,2-6 |
| US Open | 2023/08/24 14:00 | Alessandro Giannessi v Giulio Zeppieri | 3-6,4-6 |
| US Open | 2023/08/22 17:45 | Alessandro Giannessi v Harold Mayot | 7-6,7-5 |
| Challenger San Marino | 2023/08/02 11:00 | Federico Delbonis v Alessandro Giannessi | 6-3,5-7,6-1 |
| Challenger San Marino | 2023/07/31 17:00 | Alessandro Giannessi v Moez Echargui | 1-6,6-4,6-4 |
| Challenger Trieste | 2023/07/18 13:50 | Stefano Napolitano v Alessandro Giannessi | 6-4,6-2 |
| Challenger Seville | 2023/09/05 11:45 | Mathias Bourgue v Daniel Rincon | 4-6,5-7 |
| Challenger Mallorca | 2023/09/02 14:50 | Daniel Rincon v Hamad Medjedovic | 3-6,2-6 |
| Challenger Mallorca | 2023/09/01 15:30 | Daniel Rincon v Antoine Escoffier | 3-6,6-3,7-5 |
| Challenger Mallorca | 2023/08/31 14:00 | Daniel Rincon v Marco Trungelliti | 7-6,6-1 |
| Challenger Mallorca | 2023/08/30 14:45 | Federico Gaio v Daniel Rincon | 4-6,6-4,5-7 |
| Challenger Meerbusch | 2023/08/11 09:00 | Manuel Guinard v Daniel Rincon | 7-6,6-1 |
| Challenger Meerbusch | 2023/08/10 11:35 | Kilian Feldbausch v Daniel Rincon | 2-6,1-6 |
| Challenger Meerbusch | 2023/08/09 09:25 | Daniel Rincon v Felix Gill | 6-4,6-2 |