Stadium: Estadio 3 Round: 25 Ground: Clay
| Challenger Liberec | 2023/07/31 12:10 | Joao Lucas Reis da Silva v Lukas Klein | 1-6,2-6 |
| Challenger Zug | 2023/07/23 13:20 | Joao Lucas Reis da Silva v Gianmarco Ferrari | 3-6,6-7 |
| 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 Santo Domingo | 2023/08/08 14:00 | Conner Huertas Del Pino v Justin Roberts | 6-7,4-6 |
| Challenger Santo Domingo | 2023/08/06 17:00 | Preston Brown v Justin Roberts | 6-7,4-6 |
| Challenger Lexington | 2023/07/31 14:00 | Philip Sekulic v Justin Roberts | 6-1,6-4 |
| Challenger Lexington | 2023/07/30 15:05 | Justin Roberts v Ramkumar Ramanathan | 7-6,7-6 |
| ITF - Rochester M15 | 2023/07/21 18:50 | Ignacio Monzon v Justin Roberts | 6-4,6-2 |
| ITF - Rochester M15 | 2023/07/20 15:25 | Yannik Rahman v Justin Roberts | 1-6,2-6 |
| ITF - Rochester M15 | 2023/07/19 14:30 | Maksim Tikhomirov v Justin Roberts | 1-6,4-6 |
| ITF - Laval M25 | 2023/07/11 14:15 | Preston Brown v Justin Roberts | 6-3,7-6 |