Stadium: Court 2 Round: 25 Ground: Clay
| ITF M25 Vila Real de Santo Antonio | 2023/02/10 09:30 | Gabriele Piraino v Goncalo Oliveira | 7-5,3-6,6-3 |
| Challenger Barletta | 2023/04/04 11:30 | Gabriele Piraino v Nicholas David Ionel | 4-6,6-4,3-6 |
| Challenger Barletta | 2023/04/03 10:30 | Jeremy Jahn v Gabriele Piraino | 2-6,3-6 |
| Challenger Barletta | 2023/04/02 11:40 | Gabriele Piraino v Sumit Nagal | 6-2,6-4 |
| ITF M25 Palmanova | 2023/03/23 11:50 | Max Houkes v Gabriele Piraino | 6-1,6-0 |
| ITF M25 Palmanova | 2023/03/22 08:30 | Gabriele Piraino v Peetu Pohjola | 6-1,6-3 |
| ITF M25 Palmanova | 2023/03/15 09:55 | Gabriele Piraino v Thiemo De Bakker | 4-6,6-7 |
| ITF M15 Porec | 2023/03/07 15:20 | Matej Dodig v Gabriele Piraino | 6-1,6-4 |
| ITF M25 Vila Real de Santo Antonio | 2023/02/15 10:30 | Gabriele Piraino v David Jorda Sanchis | 2-6,6-4,1-6 |
| ITF M25 Santa Margherita | 2023/04/07 09:30 | Daniel Michalski v Goncalo Oliveira | 6-2,4-6,6-3 |
| ITF M25 Santa Margherita | 2023/04/06 09:45 | Mathys Erhard v Goncalo Oliveira | 1-6,5-7 |
| ITF M25 Santa Margherita | 2023/04/05 10:25 | Andrea Picchione v Goncalo Oliveira | 6-3,2-6,2-6 |
| ITF M25 Santa Margherita | 2023/04/04 10:20 | Gian M Di Natale v Goncalo Oliveira | 2-6,4-6 |
| ITF M25 Toulouse | 2023/03/23 09:55 | Christian Sigsgaard v Goncalo Oliveira | 3-6,3-6 |
| ITF M25 Toulouse | 2023/03/22 15:55 | Daniel Little v Goncalo Oliveira | 3-6,5-7 |
| ITF M25 Portimao | 2023/03/19 11:00 | Akira Santillan v Goncalo Oliveira | 6-7,4-6 |
| ITF M25 Portimao | 2023/03/18 11:00 | Adria Soriano Barrera v Goncalo Oliveira | 6-7,1-6 |