Stadium: Court 7 Round: 26 Ground: Clay
| Challenger Florianopolis | 2023/04/19 14:40 | Gonzalo Villanueva v Guido Ivan Justo | 3-6,7-6,2-6 |
| Challenger Vina del Mar | 2023/03/14 17:25 | Andrea Pellegrino v Gonzalo Villanueva | 6-0,6-2 |
| 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 13:00 | Gonzalo Villanueva v Bor Artnak | 6-7,6-4,6-2 |
| Challenger Santiago | 2023/03/07 18:55 | Gonzalo Villanueva v Hernan Casanova | 0-6,1-6 |
| Challenger Santiago | 2023/03/06 14:55 | Gonzalo Villanueva v Federico Gaio | 4-6,4-6 |
| Challenger Santiago | 2023/03/05 15:35 | Gonzalo Villanueva v Ignacio A B Otarola | 6-2,6-0 |
| ATP Acapulco | 2023/02/26 03:45 | Rubin Statham v Gonzalo Villanueva | 6-3,6-2 |
| ITF M15 Santo Domingo | 2023/04/11 14:00 | Vitor Leal v Joel Angel Lucero | 6-7,4-6 |
| ITF M15 Santo Domingo | 2023/04/10 14:00 | Vitor Leal v Benjamin Torres | 6-3,7-6 |
| ITF M15 Santo Domingo | 2023/04/04 15:00 | Vitor Leal v Alberto Odiseo Alvarado Berrospi | 4-6,0-6 |
| ITF M15 Santo Domingo | 2023/04/03 15:00 | Vitor Leal v Benjamin Denis Alarcon | 6-2,6-1 |
| ITF M25 Rio Cuarto | 2023/03/06 12:00 | Felipe De Dios v Vitor Leal | 6-3,6-3 |
| ITF M25 Rio Cuarto | 2023/03/05 15:30 | Mateo Berta v Vitor Leal | 2-6,6-0,5-10 |
| ITF M25 Tucuman | 2023/02/27 16:00 | Gabriel Alejandro Hidalgo v Vitor Leal | 6-3,6-3 |
| ITF M25 Tucuman | 2023/02/26 18:00 | Felipe De Dios v Vitor Leal | 2-6,0-6 |