Stadium: Center Court Round: 14 Ground: Clay
| Challenger Liberec | 2023/07/30 08:00 | Dominik Recek v Neil Oberleitner | 3-6,6-4,6-4 |
| Challenger Astana | 2023/07/27 07:25 | Alexander Zgirovsky v Neil Oberleitner | 7-6,6-2 |
| Challenger Astana | 2023/07/25 05:35 | Neil Oberleitner v Sidharth Rawat | 6-1,6-2 |
| Challenger Tampere | 2023/07/17 09:00 | Remy Bertola v Neil Oberleitner | 4-6,6-3,6-2 |
| Challenger Tampere | 2023/07/16 09:20 | Neil Oberleitner v Eric Vanshelboim | 6-2,6-1 |
| Challenger Salzburg | 2023/07/10 17:00 | Neil Oberleitner v Vit Kopriva | 7-6,1-6,1-6 |
| 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 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 |