Stadium: Cancha 3 Round: 19 Ground: Clay
| Challenger - Vina del Mar | 2023/03/12 16:25 | Conner Huertas Del Pino v Wilson Leite | 6-3,5-7,1-6 |
| Challenger - Buenos Aires | 2023/04/23 17:55 | Wilson Leite v Juan Ignacio Galarza | 6-2,6-2 |
| Challenger - Florianopolis | 2023/04/19 13:00 | Wilson Leite v Jose Pereira | 3-6,2-6 |
| Challenger - Florianopolis | 2023/04/17 13:30 | Wilson Leite v Nicolas Zanellato | 6-1,7-5 |
| Challenger - Florianopolis | 2023/04/16 15:00 | Wilson Leite v Ezequiel Simonit | 6-2,6-1 |
| Challenger - Vina del Mar | 2023/03/14 13:00 | Wilson Leite v Andrea Vavassori | 1-6,4-6 |
| Challenger - Vina del Mar | 2023/03/13 14:00 | Gonzalo Villanueva v Wilson Leite | 3-6,3-6 |
| Challenger - Vina del Mar | 2023/03/12 16:25 | Conner Huertas Del Pino v Wilson Leite | 6-3,5-7,1-6 |
| Challenger - Santiago | 2023/03/06 15:00 | Alvaro Lopez San Martin v Wilson Leite | 6-2,6-2 |
| Challenger - Buenos Aires | 2023/04/23 14:25 | Conner Huertas Del Pino v Ignacio Monzon | 6-7,6-1,6-4 |
| Challenger - Florianopolis | 2023/04/17 13:30 | Guido Ivan Justo v Conner Huertas Del Pino | 6-3,6-4 |
| Challenger - Florianopolis | 2023/04/16 12:30 | Gabriel Roveri Sidney v Conner Huertas Del Pino | 6-4,4-6,2-6 |
| Challenger - Vina del Mar | 2023/03/12 16:25 | Conner Huertas Del Pino v Wilson Leite | 6-3,5-7,1-6 |
| Challenger - Santiago | 2023/03/06 13:00 | Juan Bautista Torres v Conner Huertas Del Pino | 6-4,6-2 |
| Challenger - Santiago | 2023/03/05 14:30 | Conner Huertas Del Pino v Gustavo Heide | 5-7,6-4,6-1 |
| ITF - M25 Santo Domingo | 2023/02/23 16:35 | Nick Hardt v Conner Huertas Del Pino | 6-4,6-0 |
| ITF - M25 Santo Domingo | 2023/02/21 17:10 | Conner Huertas Del Pino v Joao Victor C Loureiro | 6-4,6-4 |