Stadium: Cancha Central Round: 25 Ground: Clay
| ITF M25 Trujillo | 2023/08/19 17:15 | Juan Pablo Ficovich v Gonzalo Bueno | 6-4,6-4 |
| ITF M25 Trujillo | 2023/08/18 15:00 | Gonzalo Bueno v Bruno Kuzuhara | 6-1,7-6 |
| ITF M25 Trujillo | 2023/08/17 17:30 | Gonzalo Bueno v Ignacio Monzon | 7-5,4-6,6-2 |
| ITF M25 Trujillo | 2023/08/16 14:55 | Gonzalo Bueno v Alejandro H Franco | 6-3,7-5 |
| Challenger Santo Domingo | 2023/08/10 23:20 | Marco Trungelliti v Gonzalo Bueno | 6-3,6-4 |
| Challenger Santo Domingo | 2023/08/09 16:00 | Joshua Sheehy v Gonzalo Bueno | 6-7,3-6 |
| ITF M25 Padova | 2023/07/13 19:25 | Gonzalo Bueno v Giorgio Tabacco | 0-6,2-6 |
| ITF M25 Padova | 2023/07/11 13:50 | Gonzalo Bueno v Luca Fantini | 7-5,6-3 |
| ITF M25 Santo Domingo | 2023/06/26 13:30 | Milledge Cossu v Nicaise Muamba | 2-6,1-6 |
| ITF M25 Santo Domingo | 2023/06/25 14:00 | Jasel Beltre v Milledge Cossu | 5-7,3-6 |
| ITF M25 Santo Domingo | 2023/06/19 14:00 | Milledge Cossu v David Krasner | 6-0,2-6,8-10 |
| ITF M25 Santo Domingo | 2023/06/18 13:00 | Xavier Lawrence v Milledge Cossu | 6-7,6-7 |
| ITF M15 Cancun | 2022/08/17 14:25 | Milledge Cossu v Kousuke Ogura | 3-6,1-6 |
| ITF M15 Cancun | 2022/08/10 19:50 | Milledge Cossu v Johan A Rodriguez Rodriguez | 3-6,4-6 |
| ITF M15 Cancun | 2022/07/20 16:00 | Tomas Farjat v Milledge Cossu | 6-3,7-6 |
| ITF M15 Cancun | 2022/07/12 17:45 | Milledge Cossu v Orel Kimhi | 2-6,3-6 |