Stadium: Cancha Central Round: 26 Ground: Hardcourt outdoor
| Challenger Temuco | 2023/11/28 17:10 | Gustavo Heide v Juan Pablo Paz | 6-3,6-3 |
| Challenger Brasilia | 2023/11/23 13:00 | Juan Pablo Ficovich v Gustavo Heide | 7-6,6-3 |
| Challenger Brasilia | 2023/11/22 13:00 | Gustavo Heide v Tomas Barrios Vera | 7-6,6-4 |
| Challenger Montevideo | 2023/11/18 22:00 | Gustavo Heide v Facundo Diaz Acosta | 6-4,3-6,5-7 |
| 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 Temuco | 2023/11/28 18:00 | Mariano Kestelboim v Valentin Vacherot | 5-7,2-6 |
| Challenger Brasilia | 2023/11/23 16:35 | Valentin Vacherot v Bernard Tomic | 5-7,7-5,6-7 |
| Challenger Brasilia | 2023/11/21 15:50 | Valentin Vacherot v Blaise Bicknell | 6-1,6-1 |
| Challenger Montevideo | 2023/11/13 15:00 | Valentin Vacherot v Pedro Sakamoto | 3-6,0-6 |
| Challenger Montevideo | 2023/11/12 14:00 | Valentin Vacherot v Valentino Aliano | 6-0,6-0 |
| Challenger Lima | 2023/11/07 19:05 | Valentin Vacherot v Joao Lucas Reis da Silva | 3-6,0-6 |
| Challenger Lima | 2023/11/06 18:35 | Valentin Vacherot v Orlando Luz | 6-2,6-7,6-3 |
| Challenger Lima | 2023/11/05 18:10 | Valentin Vacherot v Max Houkes | 6-4,6-7,6-4 |