Stadium: IMS Court Round: 25 Ground: Clay
| 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 Lesa | 2023/08/22 18:45 | Luca Castagnola v Rocco Piatti | 6-3,7-5 |
| ITF M15 Pescara | 2023/08/12 08:55 | Luciano Carraro v Luca Castagnola | 2-6,6-3,1-6 |
| ITF M15 Pescara | 2023/08/11 09:30 | Luca Castagnola v Giulio Perego | 6-4,6-4 |
| ITF M15 Pescara | 2023/08/10 10:00 | Luca Castagnola v Carlo A Caniato | 6-3,6-1 |
| ITF M15 Vienna | 2023/08/31 09:50 | Lukas Palovic v Peter Heller | 3-6,1-6 |
| ITF M15 Vienna | 2023/08/29 13:05 | Lukas Palovic v Matthias Ujvary | 6-2,6-1 |
| ITF M25 Poznan | 2023/08/23 08:30 | Maks Kasnikowski v Lukas Palovic | 6-3,6-2 |
| ITF M25 Poznan | 2023/08/22 08:55 | Lukas Palovic v Przemyslaw Michocki | 6-1,3-6,10-6 |
| ITF M25 Poznan | 2023/08/21 08:55 | Lukas Palovic v Dimitris Sakellaridis | 6-3,6-0 |
| ITF M15 Kottingbrunn | 2023/08/17 09:30 | Lukas Palovic v Marat Sharipov | 4-6,4-6 |
| ITF M15 Kottingbrunn | 2023/08/16 08:00 | Leon Benedict v Lukas Palovic | 1-6,2-6 |
| ITF M15 Novi Sad | 2023/07/30 06:30 | Lukas Palovic v Jaka Protic Zakelj | 3-6,4-6 |