Stadium: Court 2 Round: 27 Ground: Clay
| ITF M15 Zlatibor | 2019/09/19 09:30 | Ljubomir Celebic v Karlo Kranic | 4-6,5-7 |
| ITF M15 Zlatibor | 2019/09/18 07:30 | Karlo Kranic v Gergely Madarasz | 7-6,7-5 |
| ITF M15 Zlatibor | 2019/09/17 08:40 | Karlo Kranic v Nemanja Subanovic | 6-2,6-2 |
| ITF M15 Zlatibor | 2019/09/16 10:30 | Karlo Kranic v Aleksa Ciric | 6-2,6-2 |
| ITF M15 Varna | 2019/09/14 07:00 | Karlo Kranic v Juan Ignacio Galarza | 1-6,1-6 |
| ITF M15 Varna | 2019/09/13 07:00 | Denis Klok v Karlo Kranic | 3-6,3-6 |
| ITF M15 Varna | 2019/09/12 08:40 | Cosmin Ontica v Karlo Kranic | 5-7,1-6 |
| ITF M15 Varna | 2019/09/10 06:30 | Karlo Kranic v Philipp Dittmer | 6-1,6-2 |
| ITF M15 Zlatibor | 2019/09/19 08:30 | Matyas Fuele v Marko Miladinovic | 6-7,0-6 |
| ITF M15 Zlatibor | 2019/09/18 07:30 | Shendrit Deari v Marko Miladinovic | 1-6,6-7 |
| Challenger Banja Luka | 2019/09/12 12:00 | Marko Miladinovic v Dmitry Popko | 6-7,6-3,2-6 |
| Challenger Banja Luka | 2019/09/11 14:10 | Nikola Milojevic v Marko Miladinovic | 2-6,2-6 |
| Challenger Banja Luka | 2019/09/10 10:00 | Marko Miladinovic v Tomas Martin Etcheverry | 6-2,5-7,7-6 |
| ITF M25 Gyor | 2019/08/30 08:00 | Marko Miladinovic v Camilo Ugo Carabelli | 3-6,4-6 |
| ITF M25 Gyor | 2019/08/29 10:15 | Peter Nagy v Marko Miladinovic | 1-6,3-6 |
| ITF M15 Novi Sad | 2019/08/18 08:00 | Yshai Oliel v Marko Miladinovic | 6-2,1-6,2-6 |