Stadium: Court 1 Round: 25 Ground: Clay
| ITF M15 Belgrade | 2019/07/02 08:55 | Aleksa Bucan v Dusan Rajic | 4-6,6-2,4-10 |
| ITF M15 Belgrade | 2019/07/01 11:10 | Dusan Rajic v Samuel Hodor | 6-4,6-2 |
| ITF M25 Kiseljak | 2019/05/30 08:40 | Dusan Rajic v Joao Pedro Sorgi | 3-6,2-6 |
| ITF M15 Brcko | 2019/05/22 13:25 | Dusan Rajic v Sebastian Prechtel | 5-7,2-6 |
| ITF M25 Doboj | 2019/05/14 10:30 | Ljubomir Celebic v Dusan Rajic | 6-2,6-2 |
| ITF M25 Doboj | 2019/05/13 13:00 | Maxim Krapivin v Dusan Rajic | 2-6,4-6 |
| ITF M25 Prijedor | 2019/05/08 11:35 | Dusan Rajic v Wilson Leite | 3-6,4-6 |
| ITF M25 Prijedor | 2019/05/07 16:50 | Artur Shakhnubaryan v Dusan Rajic | 5-7,4-6 |
| ITF M15 Balatonalmadi | 2019/06/20 10:00 | Marko Miladinovic v Dalibor Svrcina | 3-6,7-5,1-6 |
| ITF M15 Balatonalmadi | 2019/06/19 08:00 | David Poljak v Marko Miladinovic | 3-6,5-7 |
| ITF M25 Kiseljak | 2019/05/31 09:50 | Marko Miladinovic v Francisco Cerundolo | 2-6,4-6 |
| ITF M25 Kiseljak | 2019/05/28 10:30 | Marko Miladinovic v Robert Strombachs | 6-1,6-1 |
| ATP Geneva | 2019/05/18 09:50 | Marko Miladinovic v Thomas Fabbiano | 2-6,4-6 |
| ITF M25 Prijedor | 2019/05/10 16:00 | Marko Miladinovic v Cristian Rodriguez | 4-6,2-6 |
| ITF M25 Prijedor | 2019/05/10 10:55 | Marko Miladinovic v Robert Strombachs | 2-6,6-3,6-3 |
| ITF M25 Prijedor | 2019/05/08 11:55 | Marko Miladinovic v Zvonimir Oreskovic | 6-1,6-0 |