Stadium: Court 7 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/09/11 17:35 | Bernardo A P E Oliveira v Eliot Spizzirri | 3-6,3-6 |
| ITF M15 Sintra | 2019/08/21 14:25 | Peter Goldsteiner v Bernardo A P E Oliveira | 6-0,6-3 |
| ITF M15 Sintra | 2019/08/14 13:20 | Filipe Brandao v Bernardo A P E Oliveira | 6-3,7-5 |
| ITF M25 Porto | 2019/07/23 11:25 | Goncalo Falcao v Bernardo A P E Oliveira | 6-0,6-0 |
| ITF M25 Porto | 2019/07/22 09:00 | Martim Simoes v Bernardo A P E Oliveira | 4-6,2-6 |
| ITF M15 Curitiba | 2019/06/25 14:45 | Mariano Navone v Bernardo A P E Oliveira | 6-0,6-3 |
| ITF M15 Curitiba | 2019/06/24 18:30 | Oscar Matias Leiva Biason v Bernardo A P E Oliveira | 4-6,6-4,4-10 |
| ITF Dominican Republic F3 | 2018/12/09 14:00 | Franco Feitt v Bernardo A P E Oliveira | 6-3,6-3 |
| ITF M15 Cancun | 2019/08/26 20:00 | Nicholas Reyes v Jack Gibbens | 6-3,7-5 |
| ITF M15 Cancun | 2019/08/19 19:00 | Jaime Bendeck v Jack Gibbens | 6-7,6-4,10-3 |
| ITF M15 Cancun | 2019/08/14 19:05 | Shintaro Mochizuki v Jack Gibbens | 6-2,6-2 |
| ITF M15 Cancun | 2019/08/12 19:00 | Jack Gibbens v Matthew Foster-Estwick | 6-1,6-3 |
| ITF M15 Cancun | 2019/08/12 14:00 | Jack Gibbens v Jabari Stafford | 6-3,6-2 |
| ITF M15 Cancun | 2019/07/31 13:30 | Daniel Antonio Nunez v Jack Gibbens | 4-6,6-2,7-6 |
| ITF M15 Cancun | 2019/07/29 15:00 | Jack Gibbens v Washi Gervais | 6-4,6-4 |
| ITF M15 Cancun | 2019/07/25 15:35 | Christian Langmo v Jack Gibbens | 6-4,6-3 |