Stadium: Court 1 Round: 54 Ground: Clay
| 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 M15 Osijek | 2023/04/30 09:30 | Daniele Minighini v Jan Dimitrijevic | 6-4,6-3 |
| ITF M25 Split | 2023/04/17 17:20 | Luka Miklavcic v Jan Dimitrijevic | 6-0,2-6,11-9 |
| ITF M25 Opatija | 2023/03/20 13:30 | Jan Dimitrijevic v Federico Marchetti | 1-6,1-6 |
| ITF M25 Opatija | 2023/03/19 10:30 | Jan Dimitrijevic v Gabriel Matuszewski | 6-3,6-3 |
| ITF M15 Porec | 2023/03/05 09:00 | Jan Dimitrijevic v Andrea Militi Ribaldi | 3-6,1-6 |
| ITF M15 Monastir | 2023/01/29 09:00 | Jan Dimitrijevic v Mark Wallner | 3-6,3-6 |
| ITF M15 Frascati | 2023/06/04 08:00 | Matteo Fondriest v Niccolo Ciavarella | 5-7,2-6 |
| ITF M15 Warmbad-Villach | 2023/05/22 08:00 | Matteo Fondriest v Benedikt Emesz | 6-7,4-6 |
| ITF M25 Reggio Emilia | 2023/05/15 12:50 | Matteo Fondriest v Alessandro Pecci | 5-7,6-3,4-10 |
| ITF M25 Trento | 2023/03/29 12:55 | Giovanni Oradini v Matteo Fondriest | 6-1,6-3 |
| ITF M25 Trento | 2023/03/28 07:00 | Matteo Fondriest v Maximilian Figl | 6-4,6-1 |
| ITF M25 Trento | 2023/03/27 07:30 | Gabriele Moghini v Matteo Fondriest | 3-6,2-6 |
| ITF M25 Opatija | 2023/03/19 08:00 | Simone Agostini v Matteo Fondriest | 6-2,6-0 |
| ITF M15 Rovinj | 2023/03/12 09:00 | Matteo Fondriest v Nikola Basic | 7-6,4-6,8-10 |