Stadium: Cancha Central Round: 26 Ground: Clay
| Challenger - Antofagasta | 2023/09/20 16:30 | 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 |
| Challenger - Santa Cruz | 2023/09/12 00:25 | David Jorda Sanchis v Gustavo Heide | 0-6,6-3,5-7 |
| Challenger - Lima | 2023/08/23 15:00 | Gustavo Heide v Alvaro G Meza | 2-6,6-2,6-7 |
| Challenger - Lima | 2023/08/22 15:00 | Gustavo Heide v Ignacio Monzon | 6-0,6-7,6-1 |
| ITF M25 - Trujillo | 2023/08/20 16:00 | Juan Pablo Ficovich v Gustavo Heide | 3-6,0-6 |
| ITF M25 - Trujillo | 2023/08/19 14:55 | Gustavo Heide v Murkel Dellien | 6-4,6-4 |
| ITF M25 - Trujillo | 2023/08/18 15:00 | Ignacio Carou v Gustavo Heide | 3-6,1-6 |
| Challenger - Antofagasta | 2023/09/19 14:35 | Tristan Boyer v Alejandro Tabilo | 6-3,1-6,7-6 |
| Challenger - Santa Cruz | 2023/09/12 23:00 | Tristan Boyer v Pedro Sakamoto | 4-6,4-6 |
| US Open | 2023/08/23 19:20 | Jesper De Jong v Tristan Boyer | 6-3,6-3 |
| Challenger - Stanford | 2023/08/19 03:50 | Emilio Nava v Tristan Boyer | 2-6,7-6,6-1 |
| Challenger - Stanford | 2023/08/17 20:00 | Michael Mmoh v Tristan Boyer | 5-7,6-7 |
| Challenger - Stanford | 2023/08/16 19:55 | Tristan Boyer v Sho Shimabukuro | 7-5,7-6 |
| Challenger - Stanford | 2023/08/15 01:25 | Tristan Boyer v Bradley Klahn | 6-3,7-6 |
| Challenger - Stanford | 2023/08/13 17:00 | Colin Markes v Tristan Boyer | 1-6,3-6 |