Stadium: Cancha Central Round: 28 Ground: Clay
| Challenger Montevideo | 2023/11/17 20:20 | Gustavo Heide v Facundo Bagnis | 7-6,3-6,6-3 |
| Challenger Montevideo | 2023/11/16 17:00 | Max Houkes v Gustavo Heide | 1-6,3-6 |
| Challenger Montevideo | 2023/11/14 18:25 | Gustavo Heide v Ignacio Carou | 6-3,7-5 |
| Challenger Lima | 2023/11/05 15:00 | Gustavo Heide v Kilian Feldbausch | 6-1,2-6,4-6 |
| Challenger Bogota | 2023/09/30 15:30 | Gustavo Heide v David Jorda Sanchis | 7-6,6-4 |
| Challenger Bogota | 2023/09/29 16:00 | Matheus P De Almeida v Gustavo Heide | 4-6,2-6 |
| Challenger Bogota | 2023/09/27 15:00 | Gustavo Heide v Eduardo Ribeiro | 6-4,6-4 |
| Challenger Antofagasta | 2023/09/21 13:00 | Gustavo Heide v Tristan Boyer | 4-6,6-3,4-6 |
| Challenger Montevideo | 2023/11/17 18:30 | Facundo Diaz Acosta v Roman Andres Burruchaga | 4-6,6-4,6-3 |
| Challenger Montevideo | 2023/11/16 17:00 | Facundo Diaz Acosta v Pedro Sakamoto | 6-1,6-2 |
| Challenger Montevideo | 2023/11/14 15:00 | Facundo Diaz Acosta v Alessandro Giannessi | 6-1,7-5 |
| Challenger Lima | 2023/11/07 19:40 | Conner Huertas Del Pino v Facundo Diaz Acosta | 6-2,6-2 |
| Challenger Guayaquil | 2023/11/02 22:50 | Marco Trungelliti v Facundo Diaz Acosta | 1-6,6-1,6-7 |
| Challenger Guayaquil | 2023/10/31 19:00 | Murkel Dellien v Facundo Diaz Acosta | 3-6,2-6 |
| Challenger Buenos Aires | 2023/10/14 17:00 | Federico Coria v Facundo Diaz Acosta | 6-4,6-4 |
| Challenger Buenos Aires | 2023/10/13 21:05 | Facundo Diaz Acosta v Francisco Comesana | 7-6,4-6,7-6 |