Stadium: Cancha 1 Round: 26 Ground: Clay
| Challenger Montevideo | 2023/11/14 21:00 | Pedro Cachin v Max Houkes | 4-6,3-6 |
| Challenger Montevideo | 2023/11/12 15:05 | Federico Juan Aguilar v Max Houkes | 2-6,1-6 |
| Challenger Lima | 2023/11/05 18:10 | Valentin Vacherot v Max Houkes | 6-4,6-7,6-4 |
| Challenger Guayaquil | 2023/11/02 20:05 | Felipe Meligeni Rodrigues Alves v Max Houkes | 5-7,6-3,6-4 |
| Challenger Guayaquil | 2023/10/31 16:00 | Max Houkes v Carlos Taberner | 6-3,6-1 |
| Challenger Guayaquil | 2023/10/30 15:00 | Max Houkes v Pedro Boscardin Dias | 6-3,6-2 |
| Challenger Guayaquil | 2023/10/29 15:00 | Max Houkes v Gilbert S K Junior | 7-6,6-3 |
| ITF M25 Santa Margherita | 2023/10/18 12:25 | Oriol Roca Batalla v Max Houkes | 6-1,6-0 |
| 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 Pucinelli 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 Antofagasta | 2023/09/19 20:50 | Mariano Navone v Gustavo Heide | 3-6,6-7 |
| Challenger Santa Cruz | 2023/09/13 19:00 | Francisco Comesana v Gustavo Heide | 6-3,7-5 |