Stadium: Court 2 Round: 28 Ground: Clay
| ITF - M25 Santa Margherita | 2023/09/21 10:30 | Daniel Michalski v Antonio Caruso | 6-2,6-1 |
| ITF - M25 Santa Margherita | 2023/09/20 08:30 | Daniel Michalski v Daniel Bagnolini | 6-1,6-2 |
| ITF - M25 Santa Margherita | 2023/09/18 13:00 | Daniel Michalski v Gabriele Maria Noce | 6-3,6-1 |
| Challenger Szczecin | 2023/09/11 14:30 | Adrian Andreev v Daniel Michalski | 6-1,6-7,6-4 |
| Challenger Seville | 2023/09/04 18:40 | Timofey Skatov v Daniel Michalski | 6-1,5-7,6-3 |
| Challenger Todi | 2023/08/15 17:20 | Zsombor Piros v Daniel Michalski | 6-2,6-4 |
| Challenger Meerbusch | 2023/08/08 16:05 | Max Hans Rehberg v Daniel Michalski | 2-6,6-1,6-4 |
| Challenger Liberec | 2023/08/03 12:45 | Daniel Michalski v Dalibor Svrcina | 5-7,6-4,3-6 |
| ITF - M25 Santa Margherita | 2023/09/21 08:30 | Gabriele Piraino v Giuseppe La Vela | 6-3,6-1 |
| ITF - M25 Santa Margherita | 2023/09/20 14:25 | Gabriele Piraino v Luigi Sorrentino | 1-6,6-3,7-5 |
| ITF - M25 Santa Margherita | 2023/09/18 12:55 | Gabriele Piraino v Niccolo Ciavarella | 6-4,6-1 |
| Challenger Genoa | 2023/09/03 11:15 | Luca Castagnola v Gabriele Piraino | 6-3,5-7,6-1 |
| ITF M15 Forli | 2023/08/30 09:55 | Luigi Sorrentino v Gabriele Piraino | 6-3,6-2 |
| ITF M15 Forli | 2023/08/28 14:20 | Alexandr Binda v Gabriele Piraino | 1-6,4-6 |
| Challenger - Prague | 2023/08/20 11:10 | Niki Kaliyanda Poonacha v Gabriele Piraino | 7-5,6-3 |
| Challenger Todi | 2023/08/13 10:55 | Zekic, Miljan v Gabriele Piraino | 7-5,7-5 |