Stadium: Court 15 Round: 62 Ground: Clay
| ITF M15 Antalya | 2023/11/05 07:00 | Jan Dimitrijevic v Mert Naci Turker | 1-6,0-6 |
| ITF M25 Maribor | 2023/09/04 11:30 | Giuseppe La Vela v Jan Dimitrijevic | 6-3,6-1 |
| ITF M25 Maribor Qual | 2023/09/03 07:55 | Jan Dimitrijevic v Vid Mohar | 6-2,6-3 |
| ITF M25 Maribor | 2023/08/30 12:00 | Jan Dimitrijevic v Tino Kovacic | 2-6,4-6 |
| 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 M25 Heraklion | 2023/11/12 07:00 | Dominique Graf v Jaka Protic Zakelj | 6-0,6-1 |
| ITF M15 Monastir | 2023/10/26 12:30 | Jaka Protic Zakelj v Guido Ivan Justo | 1-6,0-6 |
| ITF M15 Monastir | 2023/10/25 12:30 | Jaka Protic Zakelj v Breno R Urvaneja | 0-6,7-6,7-6 |
| ITF M15 Monastir | 2023/10/23 15:00 | Ruben Hartig v Jaka Protic Zakelj | 1-6,3-6 |
| ITF M15 Monastir | 2023/10/23 08:00 | Tobias Smoliner v Jaka Protic Zakelj | 4-6,7-6,7-10 |
| ITF M15 Monastir | 2023/10/22 11:30 | Nicholas Van Aken v Jaka Protic Zakelj | 0-6,1-6 |
| ITF M15 Monastir | 2023/10/15 08:00 | Nicolas Philibert v Jaka Protic Zakelj | 4-6,6-2,10-5 |
| ITF M15 Monastir | 2023/10/09 08:00 | Jaka Protic Zakelj v Stefano D'Agostino | 6-3,3-6,8-10 |