Stadium: Court 1 Round: 26 Ground: Clay
| ITF M15 Sofia | 2023/07/05 06:00 | Menelaos Efstathiou v Peter Benjamin Privara | 6-3,2-6,6-7 |
| ITF M15 Wroclaw | 2023/06/30 08:30 | Peter Benjamin Privara v Jiri Barnat | 4-6,2-6 |
| ITF M15 Wroclaw | 2023/06/29 10:30 | Zura Tkemaladze v Peter Benjamin Privara | 6-3,3-6,1-6 |
| ITF M15 Wroclaw | 2023/06/28 07:55 | Aristotelis Thanos v Peter Benjamin Privara | 4-6,2-6 |
| ITF M25 Poprad | 2023/06/22 10:50 | Peter Benjamin Privara v Toby Alex Kodat | 5-7,2-6 |
| ITF M25 Poprad | 2023/06/20 09:25 | Peter Benjamin Privara v Stepan Mruzek | 7-5,7-5 |
| Challenger Bratislava | 2023/06/13 13:20 | Peter Benjamin Privara v Kimmer Coppejans | 6-1,6-7,1-6 |
| Challenger Prostejov | 2023/06/04 10:50 | Giovanni Mpetshi Perricard v Peter Benjamin Privara | 6-7,7-6,7-6 |
| ITF M15 Sofia | 2023/07/05 08:50 | Antonio Massara v Simon A Ivanov | 6-7,6-2,3-6 |
| ITF M15 Constanta | 2023/06/01 08:00 | Simon A Ivanov v Ignacio Carou | 6-4,6-2 |
| ITF M15 Constanta | 2023/05/30 11:00 | Simon A Ivanov v Kai Lemstra | 6-2,6-2 |
| ITF M15 Pazardzhik | 2023/05/26 07:00 | Simon A Ivanov v Corentin Denolly | 3-6,7-6,2-6 |
| ITF M15 Pazardzhik | 2023/05/25 08:30 | Simon A Ivanov v Luigi Sorrentino | 6-1,6-3 |
| ITF M15 Pazardzhik | 2023/05/24 09:30 | Simon A Ivanov v Gabriele Maria Noce | 6-4,3-6,7-6 |
| ITF M15 Pazardzhik | 2023/05/21 07:00 | Simon A Ivanov v Simone Roncalli | 3-6,6-3,4-6 |
| ITF M15 Pazardzhik | 2023/05/20 09:00 | Marco Miceli v Simon A Ivanov | 0-6,1-6 |