Stadium: Court 1 Round: 44 Ground: Clay
| ITF M15 Pirot | 2023/09/08 09:50 | Antonio Massara v Dusan Obradovic | 2-6,2-6 |
| ITF M15 Pirot | 2023/09/07 09:00 | Alen Mujakic v Antonio Massara | 4-6,1-6 |
| ITF M15 Pirot | 2023/09/06 11:00 | Marko Nikolic v Antonio Massara | 3-6,2-6 |
| ITF M15 Pirot | 2023/09/05 10:50 | Antonio Massara v Filiberto Fumagalli | 6-4,6-2 |
| ITF M15 Pirot | 2023/09/04 10:00 | Antonio Massara v Aleksandar Mihailovic | 6-3,6-1 |
| ITF M25 Padova | 2023/07/09 15:25 | Antonio Massara v Gian Marco Ortenzi | 6-3,6-7,3-10 |
| ITF M15 Sofia | 2023/07/05 08:50 | Antonio Massara v Simon A Ivanov | 6-7,6-2,3-6 |
| ITF M15 Sofia | 2023/07/03 11:30 | Viktor Jovic v Antonio Massara | 6-4,4-6,7-10 |
| ITF M15 Kursumlijska Banja | 2023/08/27 13:00 | Luka Todorovic v Paul Valsecchi | 3-6,1-6 |
| ITF M25 Kursumlijska Banja | 2023/05/16 10:05 | Timofey Stepanov v Luka Todorovic | 6-4,6-3 |
| ITF M25 Kursumlijska Banja | 2023/05/15 08:35 | Artem Mazur v Luka Todorovic | 1-6,1-6 |
| ITF M25 Kursumlijska Banja | 2023/05/08 08:40 | Marko Andrejic v Luka Todorovic | 6-2,6-2 |
| ITF M15 Kursumlijska Banja | 2023/05/01 13:05 | Luka Todorovic v Simone Agostini | 6-7,1-6 |
| ITF M15 Kursumlijska Banja | 2023/04/30 08:00 | Mykyta Riepkin v Luka Todorovic | 3-6,0-6 |
| ITF M15 Kursumlijska Banja | 2023/04/23 07:00 | Alessandro Bellifemine v Luka Todorovic | 6-1,6-1 |
| ITF M25 Opatija | 2023/03/21 10:30 | Luka Todorovic v Matic Dimic | 6-3,0-6,11-13 |