Stadium: Court 8 Round: 25 Ground: Clay
| ITF M15 Pescara | 2023/08/08 08:00 | Luca Castagnola v Daniel Bagnolini | 2-6,6-3,6-2 |
| ITF M15 Buschhausen | 2023/09/16 11:40 | Jonas Forejtek v Luca Castagnola | 7-5,6-0 |
| ITF M15 Buschhausen | 2023/09/15 10:00 | Luca Castagnola v Hazem Naw | 0-6,6-3,6-4 |
| ITF M15 Buschhausen | 2023/09/14 10:00 | Luca Castagnola v Justin Engel | 6-1,6-3 |
| ITF M15 Buschhausen | 2023/09/12 11:35 | Luca Castagnola v Lukas Palovic | 6-1,6-3 |
| Challenger Genoa | 2023/09/04 08:00 | Chun Hsin Tseng v Luca Castagnola | 6-2,6-3 |
| Challenger Genoa | 2023/09/03 11:15 | Luca Castagnola v Gabriele Piraino | 6-3,5-7,6-1 |
| Challenger Como | 2023/08/27 08:00 | Luca Castagnola v Calvin Hemery | 0-6,4-6 |
| ITF M25 Lesa | 2023/08/24 14:30 | Tim Handel v Luca Castagnola | 2-6,6-3,6-4 |
| ITF M25 Santa Margherita | 2023/09/18 08:30 | Daniel Bagnolini v Noah Perfetti | 6-1,6-1 |
| ITF M25 Pozzuoli | 2023/09/12 08:30 | Alessandro Pecci v Daniel Bagnolini | 7-6,6-1 |
| ITF M15 Forli | 2023/09/01 14:05 | Gabriele Pennaforti v Daniel Bagnolini | 6-3,6-1 |
| ITF M15 Forli | 2023/08/31 12:55 | Daniel Bagnolini v Luca Giacomini | 6-7,7-6,6-2 |
| ITF M15 Forli | 2023/08/30 08:30 | Alessandro Pecci v Daniel Bagnolini | 3-6,6-3,6-7 |
| ITF M15 Forli | 2023/08/29 09:40 | Daniel Bagnolini v Andrea Bacaloni | 7-5,6-4 |
| ITF M15 Forli | 2023/08/28 07:00 | Daniel Bagnolini v Noah Perfetti | 6-2,4-6,10-8 |
| ITF M25 Lesa | 2023/08/23 12:35 | Daniel Bagnolini v Lorenzo Rottoli | 1-6,4-6 |