Stadium: Center Court Round: 14 Ground: Clay
| Challenger Tulln | 2023/09/05 13:15 | Neil Oberleitner v Lucas Miedler | 6-7,6-2,3-6 |
| Challenger Augsburg | 2023/08/21 08:00 | Hady Habib v Neil Oberleitner | 4-6,6-3,7-6 |
| Challenger Augsburg | 2023/08/20 08:00 | Neil Oberleitner v Constantin Bittoun Kouzmine | 6-2,6-4 |
| ITF M15 Kottingbrunn | 2023/08/19 08:00 | Matej Dodig v Neil Oberleitner | 2-6,6-3,6-2 |
| ITF M15 Kottingbrunn | 2023/08/18 11:30 | Neil Oberleitner v Luka Mikrut | 2-6,6-4,7-6 |
| ITF M15 Kottingbrunn | 2023/08/17 09:35 | Neil Oberleitner v Yannik Kelm | 6-4,7-6 |
| Challenger Banja Luka | 2023/08/07 12:20 | Stefan Popovic v Neil Oberleitner | 6-4,6-2 |
| Challenger Liberec | 2023/07/30 08:00 | Dominik Recek v Neil Oberleitner | 3-6,6-4,6-4 |
| 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 |