Stadium: Cancha 2 Round: 14 Ground: Clay
| 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 |
| ITF M25 Santo Domingo | 2023/02/14 17:25 | Conner Huertas Del Pino v Daniel Rodrigues | 3-6,2-6 |
| Davis Cup | 2023/02/04 15:00 | Conner Huertas Del Pino v Michael Agwi | 6-3,6-4 |
| Challenger Tigre | 2023/01/02 19:45 | Conner Huertas Del Pino v Juan Pablo Paz | 0-6,4-6 |
| ITF M15 Lima | 2022/11/19 19:35 | Jorge Panta v Conner Huertas Del Pino | 6-4,7-6 |
| Challenger Santiago | 2023/03/06 15:00 | Alvaro Lopez San Martin v Wilson Leite | 6-2,6-2 |
| Challenger Santiago | 2023/03/05 17:00 | Alejandro Bancalari v Wilson Leite | 2-6,1-6 |
| ITF M25 Santo Domingo | 2023/02/21 17:35 | Alex Bolt v Wilson Leite | 6-1,3-6,7-6 |
| ITF M25 Santo Domingo | 2023/02/14 19:00 | Jaimee Floyd Angele v Wilson Leite | 6-1,7-5 |
| Challenger Piracicaba | 2023/01/15 14:55 | Wilson Leite v Andrey Chepelev | 5-7,3-6 |
| Challenger Tigre Qual | 2023/01/08 18:25 | Jakub Paul v Wilson Leite | 6-3,6-4 |
| Challenger Tigre | 2023/01/02 16:05 | Arklon H D Pino v Wilson Leite | 6-3,6-0 |
| Challenger Temuco | 2022/11/21 20:35 | Gabriel Decamps v Wilson Leite | 6-3,6-0 |