Estadio: Court 7 Round: 25 Ground: Clay
| Challenger de Trieste | 2023/07/20 14:45 | Roman Andres Burruchaga v Hugo Gaston | 3-6,6-4,0-6 |
| Challenger de Trieste | 2023/07/18 11:20 | Roman Andres Burruchaga v Andrey Chepelev | 6-2,1-6,6-4 |
| Challenger de Santa Fe | 2023/07/08 15:00 | Roman Andres Burruchaga v Adolfo Daniel Vallejo | 6-4,6-7,4-6 |
| Challenger de Santa Fe | 2023/07/07 13:00 | Pedro Boscardin Dias v Roman Andres Burruchaga | 3-6,5-7 |
| Challenger de Santa Fe | 2023/07/05 17:50 | Luciano Tacchi v Roman Andres Burruchaga | 6-7,3-6 |
| Challenger de Santa Fe | 2023/07/03 20:25 | Mateus Alves v Roman Andres Burruchaga | 2-6,6-3,3-6 |
| Challenger de Cali | 2023/06/20 17:45 | Matias Soto v Roman Andres Burruchaga | 6-2,6-4 |
| Challenger de Bratislava | 2023/06/13 15:50 | Alex Molcan v Roman Andres Burruchaga | 4-6,6-2,6-3 |
| Challenger de Tampere | 2023/07/18 12:00 | Joao Lucas Reis da Silva v Benjamin Hassan | 5-7,6-4,6-3 |
| Challenger de Braunschweig | 2023/07/14 13:40 | Franco Agamenone v Benjamin Hassan | 6-2,6-3 |
| Challenger de Braunschweig | 2023/07/13 13:20 | Benjamin Hassan v August Holmgren | 3-6,7-6,6-3 |
| Challenger de Braunschweig | 2023/07/12 09:40 | Benjamin Hassan v Timofey Skatov | 6-4,3-6,6-3 |
| Challenger de Braunschweig | 2023/07/11 16:20 | Marco Cecchinato v Benjamin Hassan | 5-7,6-7 |
| Challenger de Braunschweig | 2023/07/10 11:20 | Benjamin Hassan v Karl Friberg | 7-6,5-7,6-3 |
| Challenger de Braunschweig | 2023/07/09 14:35 | Benjamin Hassan v Ivan Liutarevich | 6-2,6-1 |
| Challenger de Troyes | 2023/07/04 12:00 | Benjamin Hassan v Duje Ajdukovic | 6-4,4-6,4-6 |