| Eastern European Championship | 2020/06/18 16:00 | Milan Drinic v Stipic, Filip | 6-3,7-6 |
| Eastern European Championship | 2020/06/17 13:20 | Nikola Milojevic v Milan Drinic | 6-3,6-4 |
| Eastern European Championship | 2020/06/16 13:30 | Miomir Kecmanovic v Milan Drinic | 6-2,6-0 |
| Eastern European Championship | 2020/06/15 12:00 | Eric Vanshelboim v Milan Drinic | 6-1,6-1 |
| Adriatic Tennis Series | 2020/06/08 09:20 | Milan Drinic v Miljan Zekic | 2-6,0-6 |
| ITF M15 Novi Sad | 2019/08/15 08:00 | Huertas Del Pino Cordova, Arklon v Milan Drinic | 6-3,6-2 |
| ITF M15 Novi Sad | 2019/08/14 08:15 | Dica , Nini Gabriel v Milan Drinic | 6-1,1-6,2-6 |
| ITF M15 Novi Sad | 2019/08/07 09:55 | Miljan Zekic v Milan Drinic | 6-4,6-2 |
| Eastern European Championship | 2020/07/08 12:00 | Kijametovic, Aziz v Rajic, Dusan | 6-4,7-6 |
| Eastern European Championship | 2020/07/07 15:10 | Jandric, Darko v Rajic, Dusan | 6-4,2-6,7-6 |
| Eastern European Championship | 2020/06/25 14:00 | Damir Dzumhur v Rajic, Dusan | 6-1,6-3 |
| Eastern European Championship | 2020/06/24 12:00 | Eric Vanshelboim v Rajic, Dusan | 6-1,6-3 |
| Eastern European Championship | 2020/06/23 13:20 | Blaz Rola v Rajic, Dusan | 6-1,6-0 |
| Eastern European Championship | 2020/06/18 14:40 | Aldin Setkic v Rajic, Dusan | 7-6,6-3 |
| Eastern European Championship | 2020/06/17 14:40 | Sabanov, Matej v Rajic, Dusan | 6-1,6-2 |
| Eastern European Championship | 2020/06/15 16:00 | Tadic, Vladan v Rajic, Dusan | 4-6,6-7 |