Stadium: Quadra Central Round: 14 Ground: Clay
| 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 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 |
| UTR Pro Tigre | 2023/04/01 15:27 | Ezequiel Simonit v Andres Gabriel Ciurletti | 4-6,0-6 |
| UTR Pro Tigre | 2023/03/31 15:33 | Romeo Arcuschin v Ezequiel Simonit | 6-2,1-6,3-6 |
| UTR Pro Tigre | 2023/03/30 15:44 | Mateo Labuckas v Ezequiel Simonit | 6-4,6-3 |
| UTR Pro Tigre | 2023/03/28 13:30 | Esteban Bruna v Ezequiel Simonit | 6-7,2-6 |
| UTR Pro Tigre | 2023/03/27 20:26 | Ezequiel Simonit v Franco Emanuel Egea | 2-6,2-6 |
| UTR Pro Tigre | 2023/03/23 20:40 | Ezequiel Simonit v Alejo Vilaro | 4-6,4-6 |
| UTR Pro Tigre | 2023/03/22 21:00 | Ezequiel Simonit v Federico Juan Aguilar | 6-4,2-6,6-7 |
| UTR Pro Tigre | 2023/03/21 21:00 | Ezequiel Simonit v Andres Gabriel Ciurletti | 6-4,6-4 |