Stadium: Cancha 3 Round: 19 Ground: Clay
| Challenger Brasilia | 2023/11/22 15:00 | Juan Pablo Ficovich v Pedro Sakamoto | 6-1,6-2 |
| Challenger Brasilia | 2023/11/20 14:00 | Pedro Sakamoto v Juan Pablo Paz | 7-6,6-4 |
| Challenger Brasilia | 2023/11/19 13:00 | Pedro Sakamoto v Gabriel Decamps | 6-1,3-6,7-6 |
| Challenger Montevideo | 2023/11/16 17:00 | Facundo Diaz Acosta v Pedro Sakamoto | 6-1,6-2 |
| Challenger Montevideo | 2023/11/14 15:00 | Franco Agamenone v Pedro Sakamoto | 4-6,1-6 |
| Challenger Montevideo | 2023/11/13 15:00 | Valentin Vacherot v Pedro Sakamoto | 3-6,0-6 |
| Challenger Montevideo | 2023/11/12 14:00 | Pedro Sakamoto v Matheus Pucinelli De Almeida | 6-2,2-6,6-2 |
| Challenger Guayaquil | 2023/10/30 15:00 | Nicolas Mejia v Pedro Sakamoto | 6-4,2-6,6-2 |
| ITF M25 Benicarlo | 2023/11/09 10:55 | Miljan Zekic v Felix Gill | 4-6,6-0,6-4 |
| ITF M25 Benicarlo | 2023/11/08 10:10 | Bruno P Navarro v Felix Gill | 0-6,2-6 |
| ITF M25 Santa Margherita | 2023/10/21 14:00 | Oriol Roca Batalla v Felix Gill | 2-6,4-6 |
| ITF M25 Santa Margherita | 2023/10/20 09:00 | Felix Gill v Nerman Fatic | 6-2,2-6,6-3 |
| ITF M25 Santa Margherita | 2023/10/19 07:55 | Salvatore Caruso v Felix Gill | 3-6,2-6 |
| ITF M25 Santa Margherita | 2023/10/18 08:00 | Felix Gill v Goncalo Oliveira | 6-2,6-2 |
| ITF M25 Santa Margherita | 2023/10/16 11:30 | Felix Gill v Ryuki Matsuda | 6-1,6-2 |
| ITF M25 Zaragoza | 2023/10/08 09:30 | Julio Cesar Porras v Felix Gill | 4-6,1-6 |