Stadium: Court 9 Round: 25 Ground: Clay
| Challenger Coquimbo | 2023/05/01 16:55 | Murkel Dellien v Gonzalo Villanueva | 6-3,6-4 |
| Challenger Buenos Aires | 2023/04/28 15:35 | Andrea Collarini v Gonzalo Villanueva | 6-2,6-1 |
| Challenger Buenos Aires | 2023/04/26 14:30 | Gonzalo Villanueva v Nick Hardt | 7-5,1-6,7-5 |
| Challenger Buenos Aires | 2023/04/24 18:05 | Gonzalo Lama v Gonzalo Villanueva | 6-7,6-7 |
| 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 |
| ITF M15 Mogi das Cruzes | 2023/04/26 14:45 | Franco Roncadelli v Mateo Barreiros Reyes | 6-1,6-3 |
| Challenger Florianopolis | 2023/04/16 16:30 | Arklon H D Pino v Mateo Barreiros Reyes | 6-4,6-3 |
| ITF M15 Santo Domingo | 2023/04/11 16:00 | Mateo Barreiros Reyes v Miguel Angel Cabrera | 6-1,3-6,5-10 |
| ITF M15 Santo Domingo | 2023/04/10 14:00 | Mateo Barreiros Reyes v Ryan A Dos Santos | 6-2,6-3 |
| ITF M15 De Los Tsachilas | 2023/04/06 17:15 | Alvaro Guillen Meza v Mateo Barreiros Reyes | 6-1,6-4 |
| ITF M15 De Los Tsachilas | 2023/04/05 19:05 | Mateo Barreiros Reyes v Daniel Antonio Nunez | 6-4,6-4 |
| ITF M15 Santo Domingo | 2023/04/04 14:00 | Mateo Barreiros Reyes v Jaycer Lyeons | 6-2,7-5 |
| ITF M15 Santo Domingo | 2023/04/03 14:00 | Mateo Barreiros Reyes v Miguel Fernando Pereira | 6-1,6-2 |