Stadium: INDOOR 2 Round: 25 Ground: Clay
| Challenger Campinas | 2023/10/03 14:15 | Federico Coria v Wilson Leite | 6-2,6-7,6-1 |
| Challenger Campinas | 2023/10/02 14:40 | Mateus Alves v Wilson Leite | 5-7,3-6 |
| Challenger Campinas | 2023/10/01 17:25 | Joao Eduardo Schiessl v Wilson Leite | 3-6,6-2,4-6 |
| Challenger Bogota | 2023/09/25 15:00 | Wilson Leite v Gilbert S K Junior | 3-6,6-7 |
| Challenger Bogota | 2023/09/24 15:00 | Wilson Leite v Alexander Stater | 6-2,6-4 |
| Challenger Antofagasta | 2023/09/18 13:00 | Pedro Boscardin Dias v Wilson Leite | 6-4,6-2 |
| Challenger Antofagasta | 2023/09/17 14:20 | Alexander Stater v Wilson Leite | 7-5,5-7,1-6 |
| Challenger Santa Cruz | 2023/09/11 19:35 | Wilson Leite v Jose Pereira | 5-7,1-6 |
| ITF M25 Lajeado | 2023/10/10 14:50 | Sean Hess v Nahuel Fernandez | 6-4,6-1 |
| ITF M25 Lajeado | 2023/10/09 16:00 | Sean Hess v Gabriel P Tumasonis | 6-3,6-2 |
| ITF M25 Mendoza | 2023/10/06 15:55 | Matias Franco Descotte v Sean Hess | 4-6,6-3,7-6 |
| ITF M25 Mendoza | 2023/10/05 18:30 | Sean Hess v Lautaro Midon | 2-6,6-4,6-0 |
| ITF M25 Mendoza | 2023/10/04 16:10 | Matias Zukas v Sean Hess | 6-2,3-6,1-6 |
| ITF M25 Mendoza | 2023/10/03 12:00 | Sean Hess v Mateo Matulovich | 6-0,6-4 |
| ITF M25 Mendoza | 2023/10/02 13:00 | Sean Hess v Esteban Bruna | 6-1,2-6,10-8 |
| ITF M25 Mendoza | 2023/10/01 15:00 | Sean Hess v Gonzalo Zeitune | 7-6,6-4 |