Head to Head
| ITF Serbia F1 | 2014/06/11 11:30 | Milan Drinic v Nikola Milojevic | 0-6,2-6 |
Home History
| Australian Open | 2020/01/18 02:45 | Nikola Milojevic v Quentin Halys | 3-6,6-7 |
| Australian Open | 2020/01/17 00:45 | Nikola Milojevic v Ernesto Escobedo | 6-4,7-6 |
| Australian Open | 2020/01/15 04:50 | Taro Daniel v Nikola Milojevic | 5-7,4-6 |
| Challenger Maia | 2019/11/19 13:30 | Nikola Milojevic v Riccardo Bonadio | 6-4,2-6,2-6 |
| Challenger Helsinki | 2019/11/14 12:25 | Elias Ymer v Nikola Milojevic | 7-5,7-5 |
| Challenger Helsinki | 2019/11/13 12:30 | Jaroslav Pospisil v Nikola Milojevic | 0-6,6-4,3-6 |
| Challenger Bratislava | 2019/11/04 12:20 | Nikola Milojevic v Alex Molcan | 3-6,4-6 |
| Challenger Hamburg | 2019/10/23 12:30 | Nikola Milojevic v Tobias Kamke | 6-3,3-6,3-6 |
Away History
| ITF M15 Novi Sad | 2019/08/15 08:00 | Arklon H D Pino v Milan Drinic | 6-3,6-2 |
| ITF M15 Novi Sad | 2019/08/14 08:15 | Nini Gabriel Dica 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 |
| ITF M15 Novi Sad | 2019/08/06 08:00 | Milan Drinic v Besir Durguti | 6-2,0-6,10-6 |
| ITF M15 Novi Sad | 2019/08/05 08:00 | Milan Drinic v Samuel Puskar | 6-3,6-1 |
| ITF M15 Novi Sad | 2019/07/31 08:00 | Milan Drinic v Maciej Rajski | 2-6,6-2,2-6 |
| ITF M15 Novi Sad | 2019/07/30 08:00 | Milan Drinic v Thomas Bosancic | 6-4,6-3 |
| ITF M15 Brcko | 2019/05/22 10:05 | Juan Pablo Ficovich v Milan Drinic | 6-1,6-3 |