Stadium: Court 5 Round: 26 Ground: Clay
| ITF M15 Arad | 2023/09/26 11:15 | Filip Cristian Jianu v Serafin Zund | 6-4,6-1 |
| Challenger Sibiu | 2023/09/20 10:35 | Filip Cristian Jianu v Edoardo Lavagno | 6-7,4-6 |
| Challenger Sibiu | 2023/09/18 07:00 | Filip Cristian Jianu v Kai Wehnelt | 6-0,7-5 |
| Challenger Sibiu | 2023/09/17 11:50 | Filip Cristian Jianu v Dragos Constantin Ignat | 6-1,6-4 |
| ITF M15 Pirot | 2023/09/10 09:00 | Filip Cristian Jianu v Vlad Andrei Dancu | 5-7,6-2,3-6 |
| ITF M15 Pirot | 2023/09/09 10:30 | Filip Cristian Jianu v Dusan Obradovic | 6-3,6-1 |
| ITF M15 Pirot | 2023/09/08 11:05 | Filip Cristian Jianu v Viktor Jovic | 6-3,6-3 |
| ITF M15 Pirot | 2023/09/07 11:25 | Filip Cristian Jianu v Vuk Radjenovic | 6-4,6-1 |
| ITF M15 Arad | 2023/09/26 08:35 | Matthew William Donald v Darius Florin Pop | 6-1,6-4 |
| ITF M25 Pardubice | 2023/09/20 11:50 | Martin Krumich v Matthew William Donald | 6-1,6-3 |
| ITF M25 Pardubice | 2023/09/19 08:00 | Matthew William Donald v Aleksander Chayka | 6-3,6-1 |
| ITF M25 Pardubice | 2023/09/17 10:30 | Matthew William Donald v Adam Blecha | 6-0,6-2 |
| UTR Pro Olomouc | 2023/09/16 07:30 | Lukas Rosol v Matthew William Donald | 5-7,7-5,6-2 |
| UTR Pro Olomouc | 2023/09/15 08:03 | Petr Michnev v Matthew William Donald | 2-6,6-3,0-6 |
| UTR Pro Olomouc | 2023/09/14 06:00 | Sergo Sikharulidze v Matthew William Donald | 1-6,3-6 |
| UTR Pro Olomouc | 2023/09/12 09:00 | Robert Rumler v Matthew William Donald | 2-6,0-6 |