Stadium: Cancha Central Round: 14 Ground: Clay
| Challenger Santa Cruz | 2023/09/10 18:00 | Pedro Boscardin Dias v Estaban Davila | 6-4,6-1 |
| ITF M15 Santa Cruz | 2022/10/26 21:00 | Cleiner Caceres v Estaban Davila | 2-6,2-6 |
| Challenger Santa Cruz | 2022/01/23 20:00 | Estaban Davila v Preston Brown | 2-6,2-6 |
| 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 |
| Challenger Curitiba | 2023/10/23 17:00 | Juan Manuel Cerundolo v Wilson Leite | 3-6,5-7 |
| ITF M25 Lajeado | 2023/10/15 13:50 | Pedro Sakamoto v Wilson Leite | 6-1,6-1 |
| ITF M25 Lajeado | 2023/10/14 17:05 | Wilson Leite v Leonardo Aboian | 2-6,6-3,6-4 |
| ITF M25 Lajeado | 2023/10/13 20:00 | Wilson Leite v Arklon H D Pino | 7-6,6-2 |
| ITF M25 Lajeado | 2023/10/13 14:00 | Wilson Leite v Paulo A S Dos Santos | 7-6,6-4 |