Stadium: Centre Court (2) Round: 54 Ground: Clay
| ITF - M25 Santa Margherita | 2019/09/25 15:35 | Antonio Massara v Gian Marco Ortenzi | 6-4,6-1 |
| 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 Poreč | 2023/03/09 13:10 | Antonio Massara v Sebastian Prechtel | 1-6,6-3,3-6 |
| ITF - M15 Poreč | 2023/03/08 11:40 | Antonio Massara v Ivan Sodan | 6-3,2-6,6-3 |
| ITF - M15 Poreč | 2023/03/07 10:30 | Luca Matteo Sobbe v Antonio Massara | 6-7,6-1,8-10 |
| ITF - M25 Biella | 2023/07/03 18:25 | Gian Marco Ortenzi v Gabriel Schenekenberg | 4-6,4-6 |
| ITF - M25 Biella | 2023/07/03 07:00 | Gian Marco Ortenzi v Edoardo L Cattaneo | 6-0,6-0 |
| ITF - M15 Celje | 2023/06/28 12:00 | Gian Marco Ortenzi v Jakub Katuch | 4-6,3-6 |
| ITF - M15 Celje | 2023/06/27 07:00 | Gian Marco Ortenzi v Mark Wallner | 6-4,6-4 |
| ITF - M15 Celje | 2023/06/26 11:25 | Gian Marco Ortenzi v Jeremy Schifris | 6-2,6-2 |
| ITF - M25 Reggio Emilia | 2023/05/17 10:00 | Gian Marco Ortenzi v Kai Wehnelt | 0-6,2-6 |
| ITF - M25 Reggio Emilia | 2023/05/15 15:00 | Gian Marco Ortenzi v Peter Buldorini | 6-7,4-6 |
| ITF - M25 Reggio Emilia | 2023/05/15 08:00 | Gian Marco Ortenzi v Enrico Baldisserri | 6-3,6-2 |