Estadio: Quadra Central Round: 25 Ground: Clay
| Challenger de Viña del Mar | 2023/03/13 14:00 | Gonzalo Villanueva v Wilson Leite | 3-6,3-6 |
| Challenger de Campinas | 2022/10/03 14:40 | Gonzalo Villanueva v Wilson Leite | 6-3,6-4 |
| ITF M25 Lima | 2021/10/06 18:55 | Wilson Leite v Gonzalo Villanueva | 6-3,6-4 |
| ITF Italia F21 | 2018/07/31 08:00 | Wilson Leite v Gonzalo Villanueva | 2-6,2-6 |
| Challenger de Porto Alegre | 2024/04/29 18:30 | Wilson Leite v Leonardo Aboian | 6-7,6-4,3-6 |
| Challenger de Porto Alegre | 2024/04/28 14:45 | Wilson Leite v Leonid Sheyngezikht | 7-5,7-6 |
| Challenger de Concepción | 2024/04/21 14:00 | Wilson Leite v Franco Ribero | 4-6,3-6 |
| Challenger de São Leopoldo | 2024/03/25 14:00 | Daniel Cukierman v Wilson Leite | 6-3,6-0 |
| Challenger de São Leopoldo | 2024/03/24 16:00 | Franco Roncadelli v Wilson Leite | 1-6,4-6 |
| Challenger de Asunción | 2024/03/18 22:00 | Nicolas Zanellato v Wilson Leite | 6-3,7-5 |
| Challenger de Asunción | 2024/03/18 00:00 | Marcelo Zormann v Wilson Leite | 2-6,2-6 |
| Challenger de Santiago | 2024/03/10 15:40 | Ignacio A B Otarola v Wilson Leite | 6-4,2-6,6-4 |
| Challenger de Porto Alegre | 2024/05/02 13:00 | Daniel Dutra Da Silva v Gonzalo Villanueva | 6-1,6-3 |
| Challenger de Porto Alegre | 2024/04/30 14:30 | Luis Felipe Miguel v Gonzalo Villanueva | 2-6,0-6 |
| Challenger de Concepción | 2024/04/23 19:55 | Gonzalo Villanueva v Stefanos Sakellaridis | 3-6,4-6 |
| Challenger de San Miguel de Tucumán | 2024/04/19 14:00 | Andrea Collarini v Gonzalo Villanueva | 6-3,6-2 |
| Challenger de San Miguel de Tucumán | 2024/04/16 17:15 | Alejo Lorenzo Lingua Lavallen v Gonzalo Villanueva | 6-7,3-6 |
| Challenger Florianópolis | 2024/04/02 22:45 | Daniel Dutra Da Silva v Gonzalo Villanueva | 4-6,7-6,6-2 |
| Challenger de São Leopoldo | 2024/03/26 18:40 | Juan Pablo Varillas v Gonzalo Villanueva | 7-5,7-6 |
| Challenger de São Leopoldo | 2024/03/25 17:15 | Gonzalo Villanueva v Kaichi Uchida | 6-3,1-6,2-6 |