Stadium: Court 2 Round: 14 Ground: Clay
| Challenger Tampere | 2023/07/20 11:10 | Sumit Nagal v Joao Lucas Reis da Silva | 6-3,6-7,7-6 |
| Challenger Tampere | 2023/07/18 12:00 | Joao Lucas Reis da Silva v Benjamin Hassan | 5-7,6-4,6-3 |
| Challenger Medellin | 2023/06/27 16:30 | Joao Lucas Reis da Silva v Benjamin Lock | 3-6,1-6 |
| Challenger Cali | 2023/06/19 22:25 | Joao Lucas Reis da Silva v Gerald Melzer | 3-6,6-3,3-6 |
| Challenger Palmas del Mar | 2023/06/14 15:00 | Joao Lucas Reis da Silva v Alexis Galarneau | 6-7,0-6 |
| Challenger Palmas del Mar | 2023/06/12 20:35 | Denis Yevseyev v Joao Lucas Reis da Silva | 7-5,4-6,5-7 |
| Challenger Tyler | 2023/06/05 20:40 | Joao Lucas Reis da Silva v Adam Neff | 6-4,2-6,3-6 |
| Challenger Little Rock | 2023/06/01 18:40 | Joao Lucas Reis da Silva v Adam Walton | 6-3,6-7,4-6 |
| Challenger San Benedetto | 2023/07/11 12:55 | Gianmarco Ferrari v Flavio Cobolli | 3-6,1-6 |
| Challenger Milán | 2023/07/03 15:00 | Facundo Diaz Acosta v Gianmarco Ferrari | 6-0,6-2 |
| Challenger Modena | 2023/06/29 18:00 | Gianmarco Ferrari v Emilio Nava | 1-6,7-6,2-6 |
| Challenger Modena | 2023/06/28 08:30 | Renzo Olivo v Gianmarco Ferrari | 3-6,4-6 |
| Challenger Modena | 2023/06/26 14:30 | Filip Cristian Jianu v Gianmarco Ferrari | 7-6,4-6,4-6 |
| Challenger Parma | 2023/06/19 10:00 | Filippo Moroni v Gianmarco Ferrari | 7-6,6-7,6-4 |
| Challenger Parma | 2023/06/18 12:35 | Wilson Leite v Gianmarco Ferrari | 4-6,5-7 |
| Challenger Perugia | 2023/06/14 08:00 | Pedro Cachin v Gianmarco Ferrari | 6-4,6-4 |