Stadium: INDOOR 2 Round: 26 Ground: Clay
| Challenger Campinas | 2023/10/03 13:00 | Pedro Sakamoto v Jose Pereira | 5-7,3-6 |
| Challenger Campinas | 2023/10/02 13:00 | Blaise Bicknell v Pedro Sakamoto | 5-7,3-6 |
| Challenger Antofagasta | 2023/09/19 19:40 | Pedro Sakamoto v Francisco Comesana | 6-0,5-7,4-6 |
| Challenger Antofagasta | 2023/09/18 14:55 | Pedro Sakamoto v Victor Lilov | 6-1,6-4 |
| Challenger Antofagasta | 2023/09/17 18:00 | Mateus Alves v Pedro Sakamoto | 6-7,4-6 |
| Challenger Santa Cruz | 2023/09/15 18:30 | Juan Manuel Cerundolo v Pedro Sakamoto | 7-5,6-4 |
| Challenger Santa Cruz | 2023/09/14 19:00 | Pedro Sakamoto v Joao Lucas Reis da Silva | 4-6,7-6,6-2 |
| Challenger Santa Cruz | 2023/09/12 23:00 | Tristan Boyer v Pedro Sakamoto | 4-6,4-6 |
| ITF M25 Sintra | 2023/09/13 09:00 | Leonardo Civita-Telles v Martin Damm | 3-6,2-6 |
| ITF M25 Sintra | 2023/09/12 09:00 | Diogo Marques v Leonardo Civita-Telles | 6-4,4-6,8-10 |
| ITF M25 Sintra | 2023/09/11 13:00 | Leonardo Civita-Telles v Joao Antonio | 6-1,6-3 |
| ITF M25 Sintra | 2023/09/11 09:00 | Leonardo Civita-Telles v Francesco Paschetto | 6-4,6-2 |
| ITF M25 Sintra | 2023/09/06 08:30 | Christian Lerby v Leonardo Civita-Telles | 4-6,7-5,10-7 |
| ITF M25 Sintra | 2023/09/05 14:30 | James Mackinlay v Leonardo Civita-Telles | 1-6,0-6 |
| ITF M25 Sintra | 2023/09/03 08:00 | Leonardo Civita-Telles v Ian Luca Cervantes Tomas | 6-1,6-4 |
| ITF M15 Cancun | 2021/10/03 19:45 | Oscar Matias Leiva Biason v Leonardo Civita-Telles | 3-6,2-6 |