Stadium: Grand Stand Round: 14 Ground: Clay
| ITF M15 Chieti | 2023/06/16 11:30 | Luca Castagnola v Manuel Mazza | 4-6,7-5,2-6 |
| ITF M15 Chieti | 2023/06/14 12:50 | Oleksandr Ovcharenko v Luca Castagnola | 3-6,4-6 |
| ITF M15 Frascati | 2023/06/08 10:25 | Enrico Dalla Valle v Luca Castagnola | 6-4,6-3 |
| ITF M15 Frascati | 2023/06/06 10:40 | Marco Dessi v Luca Castagnola | 0-6,0-6 |
| Challenger Vicenza | 2023/05/28 10:10 | Luca Castagnola v Stefano Travaglia | 2-6,3-6 |
| ITF M15 Warmbad-Villach | 2023/05/23 11:15 | Gilles Arnaud Bailly v Luca Castagnola | 6-4,7-5 |
| ITF M15 Warmbad-Villach | 2023/05/22 11:15 | Luca Castagnola v Federico Marchetti | 3-6,6-3,10-8 |
| ITF M15 Warmbad-Villach | 2023/05/21 08:00 | Luca Castagnola v Luka Miklavcic | 7-6,6-1 |
| Challenger Bratislava | 2023/06/12 08:00 | Sandro Kopp v Alibek Kachmazov | 6-4,6-7,5-7 |
| Challenger Heilbronn | 2023/06/04 14:25 | Sandro Kopp v Jerome Kym | 6-7,6-7 |
| ITF M25 Jablonec Nad Nisou | 2023/05/31 08:00 | Khumoyun Sultanov v Sandro Kopp | 6-4,6-1 |
| ITF M15 Warmbad-Villach | 2023/05/22 14:35 | Sandro Kopp v Luca Wiedenmann | 3-6,6-7 |
| ITF M25 Reggio Emilia | 2023/05/18 11:30 | Giorgio Tabacco v Sandro Kopp | 6-3,6-7,6-3 |
| ITF M25 Reggio Emilia | 2023/05/17 07:30 | Wilson Leite v Sandro Kopp | 6-7,6-7 |
| Challenger Mauthausen | 2023/05/11 11:55 | Sandro Kopp v Dennis Novak | 5-7,6-3,3-6 |
| Challenger Ostrava | 2023/04/23 08:30 | Timo Stodder v Sandro Kopp | 7-6,6-2 |