Stadium: Court 4 Round: 25 Ground: Clay
| ITF M15 Kursumlijska Banja | 2023/06/12 13:55 | Marko Nikolic v Bautista Vilicich | 5-7,6-4,4-10 |
| ITF M15 Kursumlijska Banja | 2023/06/11 12:30 | Federico Hernan Giovanniello v Marko Nikolic | 1-6,1-6 |
| ITF M25 Kursumlijska Banja | 2023/06/05 06:55 | Marko Nikolic v Gabriel Matuszewski | 3-6,6-2,6-10 |
| ITF M25 Kursumlijska Banja | 2023/06/04 07:00 | Pavle Daljev v Marko Nikolic | 3-6,6-4,8-10 |
| 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 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 |