Stadium: Court 2 Round: 44 Ground: Clay
| ITF - Padova M25 | 2023/07/09 15:25 | Antonio Massara v Gian Marco Ortenzi | 6-3,6-7,3-10 |
| ITF - Sofia M15 | 2023/07/05 08:50 | Antonio Massara v Simon A Ivanov | 6-7,6-2,3-6 |
| ITF - Sofia M15 | 2023/07/03 11:30 | Viktor Jovic v Antonio Massara | 6-4,4-6,7-10 |
| ITF - Sofia M15 | 2023/07/03 06:30 | Nikola Kolyachev v Antonio Massara | 3-6,7-6,12-14 |
| ITF - Duffel M15 | 2023/06/12 12:00 | Sander Jong v Antonio Massara | 6-2,6-2 |
| ITF - Duffel M15 | 2023/06/11 16:00 | Joris Hoogland v Antonio Massara | 2-6,1-6 |
| ITF - Porec M15 | 2023/03/09 13:10 | Antonio Massara v Sebastian Prechtel | 1-6,6-3,3-6 |
| ITF - Porec M15 | 2023/03/08 11:40 | Antonio Massara v Ivan Sodan | 6-3,2-6,6-3 |
| ITF - Kursumlijska Banja M15 | 2023/08/28 09:30 | Stefan Vujic v Aleksandar Mihailovic | 6-1,4-6,10-3 |
| ITF - Kursumlijska Banja M15 | 2023/08/27 07:00 | Francesco Mineo Mineo v Aleksandar Mihailovic | 6-4,2-6,4-10 |
| ITF - Osijek M25 | 2023/08/07 14:05 | Aleksandar Mihailovic v Marco Berti | 6-3,4-6,7-10 |
| ITF - Osijek M25 | 2023/08/07 07:30 | Aleksandar Mihailovic v Shendrit Deari | 4-6,6-4,17-15 |
| ITF - Novi Sad M15 | 2023/07/30 08:30 | Aleksandar Mihailovic v Milan Drinic | 5-7,1-6 |
| ITF - Novi Sad M15 | 2023/07/24 11:10 | Novak Novakovic v Aleksandar Mihailovic | 7-6,6-1 |
| ITF - Novi Sad M15 | 2023/07/23 13:00 | Aleksandar Mihailovic v Andrej Krajcik | 6-0,0-6,10-7 |
| ITF - Kursumlijska Banja M15 | 2023/06/19 10:55 | Aleksandar Mihailovic v Shendrit Deari | 6-4,4-6,2-10 |