Stadium: Court 1 Round: 25 Ground: Clay
| ITF - M25 Maribor | 2023/08/29 09:30 | Csongor Hejjas v Jan Dimitrijevic | 3-6,4-6 |
| ITF - M25 Maribor | 2023/08/28 08:00 | Tarik Sehovic v Jan Dimitrijevic | 0-6,0-6 |
| ITF M15 - Kottingbrunn | 2023/08/13 12:00 | Jan Dimitrijevic v Kyle Overmyer | 3-6,3-6 |
| ITF - M15 Celje | 2023/06/28 16:50 | Jan Dimitrijevic v Bor Artnak | 1-6,1-6 |
| ITF - M15 Store | 2023/06/21 17:15 | Zak Talic v Jan Dimitrijevic | 6-1,6-1 |
| ITF M15 Litija | 2023/06/12 11:00 | Jan Dimitrijevic v Matteo Fondriest | 2-6,1-6 |
| ITF - M15 Krsko | 2023/05/17 08:00 | Dominik Kellovsky v Jan Dimitrijevic | 6-3,6-2 |
| ITF - M15 Krsko | 2023/05/15 10:00 | Jan Dimitrijevic v Shunsuke Wakita | 4-6,6-4,10-4 |
| ITF - M25 Maribor | 2023/08/29 11:25 | Tino Kovacic v Mihaita Daniel Damian | 6-1,6-0 |
| ITF - M25 Maribor | 2022/09/07 09:20 | Tino Kovacic v Stefan Popovic | 1-6,4-6 |
| ITF - M25 Maribor | 2022/09/06 09:00 | Tino Kovacic v Radomir Tomic | 6-0,6-2 |
| ITF - M25 Maribor | 2022/09/05 11:35 | Rafael Kis Balazs v Tino Kovacic | 4-6,2-6 |
| ITF - M25 Maribor - Kwal. | 2022/09/04 09:15 | Tino Kovacic v Gasper Bezjak | 6-4,6-3 |
| ITF - M25 Maribor | 2022/08/30 08:45 | Maj Premzl v Tino Kovacic | 6-0,6-1 |
| ITF - M25 Maribor | 2022/08/29 11:55 | Tino Kovacic v Matija Zugic | 6-2,6-1 |
| ITF M15 - Bad Waltersdorf | 2022/08/21 11:00 | Tino Kovacic v Hans Peter Kaufmann | 4-6,5-7 |