Stadium: Center Court Round: 14 Ground: Clay
| Challenger Karlsruhe | 2023/07/02 15:50 | Neil Oberleitner v Akira Santillan | 6-7,3-6 |
| Challenger Poznan | 2023/06/20 10:25 | Jerome Kym v Neil Oberleitner | 6-1,6-2 |
| Challenger Poznan | 2023/06/19 11:40 | Carlos Taberner v Neil Oberleitner | 1-6,5-7 |
| Challenger Poznan | 2023/06/18 15:50 | Neil Oberleitner v Saba Purtseladze | 6-4,6-0 |
| ITF M25 Skopje | 2023/06/09 08:00 | Neil Oberleitner v Sascha Gueymard Wayenburg | 1-6,2-6 |
| ITF M25 Skopje | 2023/06/08 07:55 | Neil Oberleitner v Tymur Bieldiugin | 6-4,6-3 |
| ITF M25 Skopje | 2023/06/06 11:05 | Yanaki Milev v Neil Oberleitner | 4-6,4-6 |
| ITF M25 Jablonec Nad Nisou | 2023/05/30 11:45 | Neil Oberleitner v Jakub Nicod | 5-7,4-6 |
| Challenger Rome | 2023/04/23 10:15 | Jacopo Berrettini v Sumit Nagal | 4-6,1-6 |
| Challenger Roseto | 2023/04/19 11:15 | Jacopo Berrettini v Sumit Nagal | 3-6,0-6 |
| Challenger Roseto | 2023/04/18 12:00 | Max Houkes v Jacopo Berrettini | 4-6,1-6 |
| Challenger Roseto | 2023/04/16 08:00 | Andrea Del Federico v Jacopo Berrettini | 3-6,0-6 |
| Challenger Barletta | 2023/04/06 10:20 | Jacopo Berrettini v Santiago Rodriguez Taverna | 2-6,2-6 |
| Challenger Barletta | 2023/04/05 08:00 | Dane Sweeny v Jacopo Berrettini | 1-6,6-7 |
| Challenger Barletta | 2023/04/03 09:50 | Salvatore Caruso v Jacopo Berrettini | 6-4,4-6,4-6 |
| Challenger Barletta | 2023/04/02 11:20 | Jacopo Berrettini v Filip Peliwo | 6-4,6-0 |