Stadium: Court 6 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Sharm El Sheikh | 2023/09/21 09:50 | Kris Van Wyk v Andrea Guerrieri | 6-1,6-1 |
| ITF M25 Sharm El Sheikh | 2023/09/20 11:50 | Kris Van Wyk v Alexander Nielsen | 6-2,6-1 |
| ITF M25 Monastir | 2023/09/16 08:30 | Kris Van Wyk v Ugo Blanchet | 4-6,4-6 |
| ITF M25 Monastir | 2023/09/15 08:30 | Marcus McDaniel v Kris Van Wyk | 4-6,4-6 |
| ITF M25 Monastir | 2023/09/14 08:30 | Alexander Orlov v Kris Van Wyk | 2-6,6-2,1-6 |
| ITF M25 Monastir | 2023/09/12 12:25 | Maximo Nagele v Kris Van Wyk | 1-6,0-6 |
| ITF M25 Monastir | 2023/09/09 08:25 | Ryan Seggerman v Kris Van Wyk | 7-5,6-4 |
| ITF M25 Monastir | 2023/09/08 08:30 | Daniil Ostapenkov v Kris Van Wyk | 3-6,2-6 |
| ITF M25 Sharm El Sheikh | 2023/09/21 07:00 | Leonardo Rossi v Mukund Sasikumar | 3-6,6-1,6-1 |
| ITF M25 Sharm El Sheikh | 2023/09/20 11:30 | David Quayle v Leonardo Rossi | 6-4,2-6,2-6 |
| ITF M25 Pozzuoli | 2023/09/15 16:20 | Remy Bertola v Leonardo Rossi | 0-6,7-5,6-1 |
| ITF M25 Pozzuoli | 2023/09/14 11:15 | Leonardo Rossi v Riccardo Balzerani | 6-3,6-2 |
| ITF M25 Pozzuoli | 2023/09/12 08:00 | Giorgio Ricca v Leonardo Rossi | 4-6,2-6 |
| Challenger Cassis | 2023/09/03 12:10 | August Holmgren v Leonardo Rossi | 7-6,6-3 |
| ITF M15 Forli | 2023/08/30 11:45 | Leonardo Rossi v Luca Giacomini | 4-6,6-7 |
| ITF M15 Forli | 2023/08/28 10:00 | Leonardo Rossi v Gabriele Maria Noce | 6-3,7-5 |