Stadium: Serena Wines 1881 Round: 25 Ground: Clay
| Challenger Cordenons | 2023/08/07 14:15 | Sebastian Dominko v Lorenzo Rottoli | 3-6,5-7 |
| Challenger Cordenons | 2023/08/06 12:35 | Alessio Balestrieri v Lorenzo Rottoli | 0-6,5-7 |
| Challenger San Marino | 2023/07/31 09:00 | Valentin Vacherot v Lorenzo Rottoli | 6-3,6-4 |
| Challenger San Marino | 2023/07/30 08:00 | Francesco Giorgetti v Lorenzo Rottoli | 5-7,2-6 |
| Challenger Verona | 2023/07/23 10:25 | Lorenzo Rottoli v Giovanni Oradini | 6-7,1-6 |
| Challenger Tampere | 2023/07/18 11:30 | Daniel Rincon v Lorenzo Rottoli | 6-2,3-6,7-5 |
| Challenger Tampere | 2023/07/17 09:00 | Matthew Dellavedova v Lorenzo Rottoli | 6-7,6-3,2-6 |
| Challenger Tampere | 2023/07/16 08:00 | Siim Troost v Lorenzo Rottoli | 3-6,3-6 |
| Challenger San Marino | 2023/07/31 15:00 | Roman Andres Burruchaga v Nerman Fatic | 3-6,6-3,3-6 |
| Challenger Verona | 2023/07/25 13:00 | Roman Andres Burruchaga v Benjamin Hassan | 5-7,6-4,6-7 |
| Challenger Trieste | 2023/07/20 14:45 | Roman Andres Burruchaga v Hugo Gaston | 3-6,6-4,0-6 |
| Challenger Trieste | 2023/07/18 11:20 | Roman Andres Burruchaga v Andrey Chepelev | 6-2,1-6,6-4 |
| Challenger Santa Fe | 2023/07/08 15:00 | Roman Andres Burruchaga v Adolfo Daniel Vallejo | 6-4,6-7,4-6 |
| Challenger Santa Fe | 2023/07/07 13:00 | Pedro Boscardin Dias v Roman Andres Burruchaga | 3-6,5-7 |
| Challenger Santa Fe | 2023/07/05 17:50 | Luciano Tacchi v Roman Andres Burruchaga | 6-7,3-6 |
| Challenger Santa Fe | 2023/07/03 20:25 | Mateus Alves v Roman Andres Burruchaga | 2-6,6-3,3-6 |