Stadium: Court 5 Round: 25 Ground: Clay
| ITF M15 Bukurešť | 2023/05/23 08:25 | Benedikt Henning v Vito Dell'Elba | 6-4,0-6,10-5 |
| ITF M15 Bukurešť | 2023/05/22 08:00 | Benedikt Henning v Eric David Verdes | 2-6,6-3,10-6 |
| ITF M15 Bukurešť | 2023/05/21 10:00 | Benedikt Henning v Enrico Giacomini | 6-4,6-0 |
| ITF M15 Orange Park | 2023/05/03 16:25 | Isaiah Strode v Benedikt Henning | 2-6,6-0,6-4 |
| ITF M15 Vero Beach | 2023/04/28 14:50 | Benedikt Henning v Jacob Brumm | 6-7,3-6 |
| ITF M15 Vero Beach | 2023/04/27 13:35 | Benedikt Henning v Ricardo Rodriguez-Pace | 6-3,3-6,7-5 |
| ITF M15 Vero Beach | 2023/04/26 17:05 | Mathieu Scaglia v Benedikt Henning | 7-6,4-6,2-6 |
| UTR Pro Zadar | 2023/04/01 13:24 | Duje Ajdukovic v Benedikt Henning | 6-1,5-3 |
| ITF M15 Bukurešť | 2023/05/23 09:05 | Alin Mihai Fatu v Niccolo Ciavarella | 1-6,3-6 |
| ITF M15 Bukurešť | 2023/05/22 09:00 | Dan Radu Munteanu v Niccolo Ciavarella | 3-6,1-6 |
| ITF M15 Doboj | 2023/05/10 09:45 | Ergi Kirkin v Niccolo Ciavarella | 6-3,6-2 |
| ITF M15 Doboj | 2023/05/09 08:00 | Daniele Minighini v Niccolo Ciavarella | 6-7,3-6 |
| ITF M25 Santa Margherita | 2023/04/24 11:35 | Niccolo Ciavarella v Nikolas Sanchez Izquierdo | 0-6,7-6,1-6 |
| ITF M25 Santa Margherita | 2023/04/18 10:00 | Mikalai Haliak v Niccolo Ciavarella | 6-1,6-7,6-2 |
| ITF M25 Santa Margherita | 2023/04/17 08:30 | Giannicola Misasi v Niccolo Ciavarella | 3-6,6-7 |
| ITF M25 Santa Margherita | 2023/04/16 08:30 | Dimitris Sakellaridis v Niccolo Ciavarella | 4-6,0-6 |