| 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 Zekic, Miljan | 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 | Zekic, Miljan v Milan Drinic | 6-4,6-2 |
| ITF M15 Novi Sad | 2019/08/06 08:00 | Milan Drinic v Durguti, Besir | 6-2,0-6,10-6 |
| Eastern European Championship | 2020/06/17 08:00 | Stakhovsky, Sergiy v Stipic, Filip | 6-1,6-3 |
| Eastern European Championship | 2020/06/16 18:00 | Bedene, Aljaz v Stipic, Filip | 6-1,6-0 |
| Eastern European Championship | 2020/06/15 14:00 | Brkic, Tomislav v Stipic, Filip | 6-1,6-0 |
| Eastern European Championship | 2020/06/15 13:20 | Brkic, Tomislav v Stipic, Filip | 6-1,6-0 |
| ITF M15 Zlatibor | 2019/09/17 11:05 | Jandric, Darko v Stipic, Filip | 1-6,6-1,7-6 |
| ITF M15 Novi Sad | 2019/08/15 11:05 | Stipic, Filip v Yshai Oliel | 1-6,1-6 |
| ITF M15 Novi Sad | 2019/08/13 11:20 | Stipic, Filip v Rogic Hadzalic, Alen | 6-2,6-3 |
| ITF Serbia F4 | 2018/08/26 07:00 | Stipic, Filip v Gatev, Maximilian | 3-6,3-6 |