Stadium: Court 3 Round: 25 Ground: Clay
| Challenger Vicenza | 2023/05/30 08:00 | Stefano Travaglia v Gabriele Piraino | 6-0,6-3 |
| Challenger Turin | 2023/05/15 18:00 | Riccardo Bonadio v Gabriele Piraino | 6-4,6-3 |
| Challenger Francavilla | 2023/05/08 18:00 | Gianluca Mager v Gabriele Piraino | 7-6,5-7,7-6 |
| Challenger Rome | 2023/04/26 08:00 | Gabriele Piraino v Joris De Loore | 7-6,1-6,4-6 |
| Challenger Roseto | 2023/04/19 12:35 | Jesper De Jong v Gabriele Piraino | 2-6,6-3,7-5 |
| Challenger Roseto | 2023/04/18 13:55 | Remy Bertola v Gabriele Piraino | 6-2,3-6,2-6 |
| Challenger Roseto | 2023/04/16 08:00 | Gianluca Di Nicola v Gabriele Piraino | 1-6,4-6 |
| ITF M25 Santa Margherita | 2023/04/11 12:00 | Gabriele Piraino v Goncalo Oliveira | 2-6,1-6 |
| ITF M25 Cattolica | 2023/06/19 09:00 | Leonardo Taddia v Christian Fellin | 6-3,5-7,6-10 |
| ITF M25 Cattolica | 2023/06/18 09:00 | Filippo Bettini v Christian Fellin | 1-6,2-6 |
| ITF M25 Skopje | 2023/06/06 07:30 | Christian Fellin v Dominique Graf | 2-6,6-3,9-11 |
| ITF M25 Skopje | 2023/06/05 10:15 | Christian Fellin v Bojan Radoman | 6-0,6-4 |
| ITF M25 Skopje | 2023/06/04 08:00 | Christian Fellin v Petar Jovic | 6-3,6-4 |
| ITF M25 Most | 2023/05/22 08:00 | Christian Fellin v Jeremy Schifris | 6-3,5-7,10-12 |
| ITF M25 Most | 2023/05/21 09:00 | Christian Fellin v Elias Julian Werner | 6-1,6-3 |
| ITF M25 Prague | 2023/05/17 07:55 | Jan Hrazdil v Christian Fellin | 6-3,6-2 |