Stadium: Court 3 Round: 27 Ground: Clay
| 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 Sofia | 2023/07/03 06:30 | Nikola Kolyachev v Antonio Massara | 3-6,7-6,12-14 |
| ITF M15 Duffel | 2023/06/12 12:00 | Sander Jong v Antonio Massara | 6-2,6-2 |
| ITF M15 Duffel | 2023/06/11 16:00 | Joris Hoogland v Antonio Massara | 2-6,1-6 |
| ITF M15 Porec | 2023/03/09 13:10 | Antonio Massara v Sebastian Prechtel | 1-6,6-3,3-6 |
| ITF M15 Porec | 2023/03/08 11:40 | Antonio Massara v Ivan Sodan | 6-3,2-6,6-3 |
| ITF M25 Osijek | 2023/08/11 10:40 | Luka Mikrut v Dusan Obradovic | 7-6,6-3 |
| ITF M25 Osijek | 2023/08/10 13:10 | Dusan Obradovic v Luca Giacomini | 6-2,7-6 |
| ITF M25 Osijek | 2023/08/08 11:15 | Dusan Obradovic v Josip Simundza | 6-3,6-4 |
| ITF M15 Novi Sad | 2023/08/05 08:00 | Matej Dodig v Dusan Obradovic | 7-6,6-3 |
| ITF M15 Novi Sad | 2023/08/04 08:00 | Dusan Obradovic v Duje Kekez | 6-2,6-3 |
| ITF M15 Novi Sad | 2023/08/03 09:25 | Viktor Jovic v Dusan Obradovic | 0-6,6-3,2-6 |
| ITF M15 Novi Sad | 2023/08/02 12:10 | Vuk Radjenovic v Dusan Obradovic | 4-6,4-6 |
| ITF M15 Novi Sad | 2023/07/26 10:00 | Valerio Aboian v Dusan Obradovic | 6-3,6-2 |