Stadium: Court 5 Round: 25 Ground: Clay
| ITF Bosnia and Herzegovina F1 | 2017/05/25 09:55 | Milan Drinic v Maciej Rajski | 6-7,1-6 |
| ITF M15 Novi Sad | 2019/07/30 08:00 | Milan Drinic v Bosancic, Thomas | 6-4,6-3 |
| ITF - M15 Brcko | 2019/05/22 10:05 | Juan Pablo Ficovich v Milan Drinic | 6-1,6-3 |
| ITF - M15 Brcko | 2019/05/21 09:15 | Milan Drinic v Micov, Stefan | 6-4,6-1 |
| ITF - M15 Brcko | 2019/05/20 10:30 | Milan Drinic v Dorozhkin, Sergey | 6-1,6-2 |
| ITF M25 Doboj | 2019/05/17 08:00 | Igor Sijsling v Milan Drinic | 1-6,6-2,6-3 |
| ITF M25 Doboj | 2019/05/16 14:05 | Milan Drinic v Saito, Takashi | 6-4,6-2 |
| ITF M25 Doboj | 2019/05/14 10:35 | Milan Drinic v Subanovic, Nemanja | 6-4,6-0 |
| ITF Turkey F39 | 2018/12/03 08:35 | Milan Drinic v Demetris Azoides | 6-3,6-3 |
| ITF M15 Wroclaw | 2019/07/05 10:00 | Alexey Zakharov v Maciej Rajski | 7-6,1-6,6-1 |
| ITF M15 Wroclaw | 2019/07/04 11:25 | Maciej Rajski v Michael Vrbensky | 3-6,6-2,7-5 |
| ITF M15 Wroclaw | 2019/07/02 11:00 | Maciej Rajski v Maiga, Riccardo | 6-1,6-3 |
| ITF - M15 Antalya | 2019/01/27 14:00 | Maciej Rajski v Samuel Brosset | 6-7,4-6 |
| ITF - M15 Antalya | 2019/01/25 07:55 | Maciej Rajski v Timofey Skatov | 6-3,6-7,10-7 |
| ITF - M15 Antalya | 2019/01/18 07:00 | Katic, Dejan v Maciej Rajski | 6-4,6-2 |
| ITF - M15 Antalya | 2019/01/17 07:00 | Maciej Rajski v Antonio Massara | 2-6,6-2,6-3 |
| ITF - M15 Antalya | 2019/01/16 11:30 | Kaya Arinc v Maciej Rajski | 2-6,0-6 |