Stadium: Court 1 Round: 28 Ground: Clay
| 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 Pirot | 2023/09/05 12:55 | Filip Cristian Jianu v Milan Drinic | 4-6,6-4,6-4 |
| ITF M25 Maribor | 2023/08/31 09:50 | Filip Cristian Jianu v Stefan Popovic | 5-7,4-6 |
| Challenger Prague | 2023/08/21 11:50 | Lorenzo Giustino v Filip Cristian Jianu | 6-4,6-3 |
| ITF M25 Ystad | 2023/08/18 10:00 | Marvin Moeller v Filip Cristian Jianu | 3-6,7-5,6-0 |
| ITF M25 Ystad | 2023/08/17 10:45 | John Sperle v Filip Cristian Jianu | 4-6,2-6 |
| ITF M25 Ystad | 2023/08/15 11:30 | Leonardo Catani v Filip Cristian Jianu | 2-6,0-6 |
| ITF M15 Pirot | 2023/09/08 09:50 | Antonio Massara v Dusan Obradovic | 2-6,2-6 |
| ITF M15 Pirot | 2023/09/07 07:30 | Francesco Ferrari v Dusan Obradovic | 1-6,2-6 |
| ITF M15 Pirot | 2023/09/06 07:30 | Petr Bar Biryukov v Dusan Obradovic | 6-7,4-6 |
| ITF M15 Kursumlijska Banja | 2023/09/03 10:50 | Dusan Obradovic v Luka Pavlovic | 2-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/09/02 08:00 | Dusan Obradovic v Giannicola Misasi | 6-1,6-1 |
| ITF M15 Kursumlijska Banja | 2023/09/01 10:00 | Emile Hudd v Dusan Obradovic | 4-6,5-7 |
| ITF M15 Kursumlijska Banja | 2023/08/31 11:20 | Ioannis Kountourakis v Dusan Obradovic | 4-6,6-7 |
| ITF M15 Kursumlijska Banja | 2023/08/30 14:45 | Mihail Ivanov v Dusan Obradovic | 2-6,3-6 |