Stadium: Court 1 Round: 44 Ground: Clay
| ITF - M15 Doboj | 2021/07/11 12:30 | Rajic, Dusan v Dusan Obradovic | 4-6,3-6 |
| ITF M15 Ulcinj | 2021/08/30 07:30 | Dusan Obradovic v Stefan Vujic | 3-6,6-3,10-7 |
| ITF M15 Novi Sad | 2021/08/03 10:05 | Charles Broom v Dusan Obradovic | 6-4,6-2 |
| ITF M15 Novi Sad | 2021/08/02 12:30 | Aleksa Pisaric v Dusan Obradovic | 2-6,2-6 |
| ITF M15 Novi Sad | 2021/08/01 12:15 | Vukovic, Luka v Dusan Obradovic | 1-6,7-6,11-13 |
| ITF M15 Novi Sad | 2021/07/25 08:15 | Jirousek, Tomas v Dusan Obradovic | 6-4,7-5 |
| ITF - M15 Doboj | 2021/07/17 09:55 | Zsombor Piros v Dusan Obradovic | 6-1,6-3 |
| ITF - M15 Doboj | 2021/07/16 08:00 | Thirouin, Jean v Dusan Obradovic | 6-7,4-6 |
| ITF - M15 Doboj | 2021/07/15 08:00 | Dusan Obradovic v Oleksandr Ovcharenko | 2-6,6-4,6-4 |
| ITF M15 Ulcinj | 2021/08/30 07:30 | Lautaro Agustin Falabella v Rajic, Dusan | 6-3,3-6,2-10 |
| ITF M15 Novi Sad | 2021/08/02 11:00 | Rajic, Dusan v Lukas Palovic | 4-6,1-6 |
| ITF M15 Novi Sad | 2021/07/26 09:00 | Gabriel Donev v Rajic, Dusan | 6-2,6-2 |
| ITF M15 Novi Sad | 2021/07/25 08:15 | Biagio Gramaticopolo v Rajic, Dusan | 4-6,4-6 |
| ITF - M15 Doboj | 2021/07/11 12:30 | Rajic, Dusan v Dusan Obradovic | 4-6,3-6 |
| ITF M25 Velenje | 2021/07/05 12:05 | Vianello, Michele v Rajic, Dusan | 6-4,6-2 |
| ITF M25 Velenje | 2021/07/04 07:30 | Cabrera Bello, Inaki v Rajic, Dusan | 1-6,4-6 |
| ITF M25 Belgrade | 2021/06/28 07:00 | Edoardo Lavagno v Rajic, Dusan | 6-1,6-2 |