Stadium: CC Round: 25 Ground: Hardcourt outdoor
| ITF M25 Rome | 2023/05/31 08:00 | Stefano Baldoni v Goncalo Oliveira | 3-6,1-6 |
| ITF M25 Rome | 2023/05/30 08:00 | Gonzalo Bueno v Goncalo Oliveira | 6-7,6-3,1-6 |
| ITF M25 Prague | 2023/05/19 10:40 | Goncalo Oliveira v Andrew Paulson | 6-2,6-3 |
| ITF M25 Prague | 2023/05/18 13:00 | Goncalo Oliveira v Hynek Barton | 6-3,7-6 |
| ITF M25 Prague | 2023/05/17 11:10 | Goncalo Oliveira v Filip Apltauer | 6-4,6-2 |
| ITF M15 Alaminos-Larnaca | 2023/05/11 08:00 | Pietro Marino v Goncalo Oliveira | 2-6,6-7 |
| ITF M15 Alaminos-Larnaca | 2023/05/10 07:00 | Alexandros Skorilas v Goncalo Oliveira | 1-6,1-6 |
| ITF M25 Nottingham | 2023/05/05 09:00 | Goncalo Oliveira v Jules Marie | 4-6,5-7 |
| ITF M15 Sharm El Sheikh | 2022/12/18 10:30 | Victor Kuznetsov v Julian Desousa | 6-4,6-4 |