Stadium: Court 1 Round: 25 Ground: Clay
| ITF M15 Belgrade | 2019/07/02 08:55 | Bucan, Aleksa v Rajic, Dusan | 4-6,6-2,4-10 |
| ITF M15 Belgrade | 2019/07/01 11:10 | Rajic, Dusan v Hodor, Samuel | 6-4,6-2 |
| ITF - M25 Kiseljak | 2019/05/30 08:40 | Rajic, Dusan v Sorgi, Joao Pedro | 3-6,2-6 |
| ITF - M15 Brcko | 2019/05/22 13:25 | Rajic, Dusan v Prechtel, Sebastian | 5-7,2-6 |
| ITF M25 Doboj | 2019/05/14 10:30 | Celebic, Ljubomir v Rajic, Dusan | 6-2,6-2 |
| ITF M25 Doboj | 2019/05/13 13:00 | Maxim Krapivin v Rajic, Dusan | 2-6,4-6 |
| Prijedor, Singles M-ITF-BIH-04A | 2019/05/08 11:35 | Rajic, Dusan v Wilson Leite | 3-6,4-6 |
| Prijedor, Singles M-ITF-BIH-04A | 2019/05/07 16:50 | Shakhnubaryan, Artur v Rajic, Dusan | 5-7,4-6 |
| Balatonalmadi, Singles Qualifying M-ITF-HUN-02A | 2019/06/20 10:00 | Miladinovic, Marko v Dalibor Svrcina | 3-6,7-5,1-6 |
| Balatonalmadi, Singles Qualifying M-ITF-HUN-02A | 2019/06/19 08:00 | David Poljak v Miladinovic, Marko | 3-6,5-7 |
| ITF - M25 Kiseljak | 2019/05/31 09:50 | Miladinovic, Marko v Francisco Cerundolo | 2-6,4-6 |
| ITF - M25 Kiseljak | 2019/05/28 10:30 | Miladinovic, Marko v Robert Strombachs | 6-1,6-1 |
| ATP - Genève | 2019/05/18 09:50 | Miladinovic, Marko v Fabbiano, Thomas | 2-6,4-6 |
| Prijedor, Singles M-ITF-BIH-04A | 2019/05/10 16:00 | Miladinovic, Marko v Rodriguez, Cristian | 4-6,2-6 |
| Prijedor, Singles M-ITF-BIH-04A | 2019/05/10 10:55 | Miladinovic, Marko v Robert Strombachs | 2-6,6-3,6-3 |
| Prijedor, Singles M-ITF-BIH-04A | 2019/05/08 11:55 | Miladinovic, Marko v Oreskovic, Z. | 6-1,6-0 |