Stadium: Court 1 Round: 44 Ground: Clay
| ITF M15 Kursumlijska Banja | 2023/09/17 10:30 | Drazen Petrovic v Aleksandar Mihailovic | 3-6,7-5,11-13 |
| ITF M15 Kursumlijska Banja | 2023/09/13 12:15 | Aleksandar Mihailovic v Gorazd Srbljak | 6-3,3-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/09/12 06:55 | Enrique Bogo v Aleksandar Mihailovic | 7-6,4-6,6-10 |
| ITF M15 Kursumlijska Banja | 2023/09/11 07:00 | Aleksandar Mihailovic v Renlong Pang | 6-1,6-4 |
| ITF M15 Kursumlijska Banja | 2023/09/10 07:00 | Aleksandar Mihailovic v Marko Maric | 7-6,6-3 |
| ITF M15 Pirot | 2023/09/04 10:00 | Antonio Massara v Aleksandar Mihailovic | 6-3,6-1 |
| ITF M15 Kursumlijska Banja | 2023/08/28 09:30 | Stefan Vujic v Aleksandar Mihailovic | 6-1,4-6,10-3 |
| ITF M15 Kursumlijska Banja | 2023/08/27 07:00 | Francesco Mineo Mineo v Aleksandar Mihailovic | 6-4,2-6,4-10 |
| ITF M15 Kursumlijska Banja | 2023/09/13 11:35 | Vlad Andrei Dancu v Ioannis Kountourakis | 6-3,6-4 |
| ITF M15 Kursumlijska Banja | 2023/09/12 07:00 | Antonio Massara v Ioannis Kountourakis | 6-7,4-6 |
| ITF M15 Kursumlijska Banja | 2023/09/11 09:30 | Ioannis Kountourakis v Pedro Iamachkine | 6-4,6-1 |
| ITF M15 Kursumlijska Banja | 2023/09/10 07:00 | Ioannis Kountourakis v Jordi Garcia Mestre | 6-1,6-0 |
| ITF M15 Pirot | 2023/09/05 10:05 | Obrad Markovski v Ioannis Kountourakis | 7-6,6-0 |
| ITF M15 Pirot | 2023/09/04 07:30 | Ioannis Kountourakis v Lorenzo Vatteroni | 6-2,6-3 |
| ITF M15 Pirot | 2023/09/03 10:00 | Mal Agushi v Ioannis Kountourakis | 5-7,3-6 |
| ITF M15 Kursumlijska Banja | 2023/08/31 11:20 | Ioannis Kountourakis v Dusan Obradovic | 4-6,6-7 |