Stadium: Court 4 Round: 62 Ground: Clay
| ITF M15 Novi Sad | 2023/07/23 07:00 | Daniil Ostapenkov v Milanovic, Dusan | 3-6,2-6 |
| ITF M15 Belgrade | 2023/06/26 13:05 | Milanovic, Dusan v Pavel Verbin | 6-1,3-6,7-10 |
| ITF M15 Novi Sad | 2022/08/04 10:30 | Oleksandr Ovcharenko v Milanovic, Dusan | 4-6,6-3,6-4 |
| ITF M15 Novi Sad | 2022/08/03 12:25 | Igor Gimenez v Milanovic, Dusan | 2-6,7-6,2-6 |
| ITF M15 Novi Sad | 2022/08/02 09:50 | Nikola Mitrovic v Milanovic, Dusan | 2-6,2-6 |
| ITF M15 Novi Sad | 2022/08/01 11:00 | Milanovic, Dusan v Novikov, Egor | 6-1,6-7,10-7 |
| ITF M15 Novi Sad | 2022/07/27 15:05 | Milanovic, Dusan v Gonzalo Bueno | 2-6,2-6 |
| ITF M15 Novi Sad | 2022/07/26 08:00 | Milanovic, Dusan v Roggero, Tommaso | 6-4,6-2 |
| ITF M15 Novi Sad | 2023/07/23 07:00 | Stefan Vedovelli v Planinsek, Filip Jeff | 4-6,3-6 |
| ITF M25 Padova | 2023/07/10 08:00 | Gabriele Pennaforti v Planinsek, Filip Jeff | 7-6,7-5 |
| ITF M25 Padova | 2023/07/09 09:00 | Gian M Di Natale v Planinsek, Filip Jeff | 6-4,2-6,3-10 |
| ITF - M15 Celje | 2023/06/28 14:45 | Eric Vanshelboim v Planinsek, Filip Jeff | 6-2,2-6,6-4 |
| ITF - M15 Celje | 2023/06/27 07:00 | Planinsek, Filip Jeff v Jakub Kroslak | 6-3,6-3 |
| ITF - M15 Celje | 2023/06/26 15:45 | Planinsek, Filip Jeff v Jaka Tomazin | 6-4,6-2 |
| ITF M15 Store | 2023/06/21 10:30 | Bor Artnak v Planinsek, Filip Jeff | 6-0,6-3 |
| ITF M15 Store | 2023/06/20 08:00 | Planinsek, Filip Jeff v Josip Simundza | 3-6,6-3,10-8 |