Stadium: Court 11 Round: 25 Ground: Clay
| Challenger Temuco | 2023/11/27 14:35 | Wilson Leite v Mariano Kestelboim | 1-6,4-6 |
| Challenger Temuco | 2023/11/26 18:50 | Wilson Leite v Federico Zeballos | 7-5,2-6,6-1 |
| Challenger Brasilia | 2023/11/21 20:05 | Wilson Leite v Gilbert S K Junior | 6-7,5-7 |
| Challenger Brasilia | 2023/11/20 15:35 | Gonzalo Lama v Wilson Leite | 6-7,5-7 |
| Challenger Brasilia | 2023/11/19 17:05 | Adam Taylor v Wilson Leite | 6-7,2-6 |
| Challenger Montevideo | 2023/11/12 16:45 | Murkel Dellien v Wilson Leite | 6-1,6-3 |
| Challenger Guayaquil | 2023/10/29 19:05 | Carlos Taberner v Wilson Leite | 3-6,7-5,6-1 |
| Challenger Curitiba | 2023/10/25 21:30 | Wilson Leite v Santiago Rodriguez Taverna | 6-7,4-6 |
| ITF M15 Concepcion | 2023/12/04 14:30 | Ryan A Dos Santos v Matias Rojas | 6-1,6-1 |
| ITF M15 Concepcion | 2023/12/03 16:30 | Nicolas Bruna v Ryan A Dos Santos | 3-6,6-3,8-10 |
| ITF M15 Santa Cruz | 2023/11/26 18:15 | Ryan A Dos Santos v Joel Angel Lucero | 4-6,2-6 |
| ITF M15 Santa Cruz | 2023/11/26 14:00 | Eugenio Almeida Junior v Ryan A Dos Santos | 6-7,4-6 |
| ITF M15 Rosario | 2023/11/06 13:00 | Federico Juan Aguilar v Ryan A Dos Santos | 7-5,6-4 |
| ITF M15 Rosario | 2023/11/05 12:00 | Ryan A Dos Santos v Ignacio Novo | 6-3,7-5 |
| ITF M15 Villa Maria | 2023/10/30 13:00 | Sean Hess v Ryan A Dos Santos | 7-6,6-3 |
| ITF M15 Villa Maria | 2023/10/29 13:00 | Mateo Branc v Ryan A Dos Santos | 1-6,4-6 |