Stadium: Court 1 Round: 28 Ground: Clay
| ITF - W15 Banja Luka | 2019/06/06 11:55 | Gemovic, Elena v Draginja Vukovic | 3-6,0-6 |
| ITF - W15 Banja Luka | 2019/06/06 07:00 | Lukic, Jelena v Draginja Vukovic | 2-6,1-6 |
| ITF - W15 Héraklion | 2019/05/15 11:15 | Draginja Vukovic v Nadel, Nicole | 5-7,6-4,3-6 |
| ITF - W15 Héraklion | 2019/05/11 07:30 | Harvison, Isabella v Draginja Vukovic | 2-6,3-6 |
| ITF - W15 Héraklion | 2019/05/10 07:00 | Draginja Vukovic v Astakhova, Darya | 6-1,3-6,6-2 |
| ITF - W15 Héraklion | 2019/05/09 07:00 | Draginja Vukovic v Zhibek Kulambayeva | 6-2,6-3 |
| ITF - W15 Héraklion | 2019/05/07 10:00 | Draginja Vukovic v Tilbuerger, Jantje | 6-2,6-3 |
| ITF W60 Istanbul | 2019/04/09 08:00 | Draginja Vukovic v Ivana Popovic | 4-6,6-7 |
| ITF - W15 Banja Luka | 2019/06/07 08:00 | Nefisa Berberovic v Milkova, Barbora | 6-7,5-7 |
| ITF - W15 Banja Luka | 2019/06/06 09:00 | Pysson, Justine v Milkova, Barbora | 1-6,0-6 |
| ITF - W15 Banja Luka | 2019/06/05 09:35 | Milkova, Barbora v Kovacs, Zita | 6-3,6-3 |
| ITF W25 Grado | 2019/05/31 08:00 | Milkova, Barbora v Cagla Buyukakcay | 3-6,7-6,4-6 |
| ITF W25 Grado | 2019/05/30 09:00 | Rosa Vicens Mas v Milkova, Barbora | 1-6,4-6 |
| ITF W15 Tbilisi | 2019/04/30 09:30 | Taisiya Pachkaleva v Milkova, Barbora | 7-6,6-0 |
| ITF - W15 Sharm El Sheikh | 2019/04/11 11:05 | Magali Kempen v Milkova, Barbora | 6-1,7-5 |
| ITF - W15 Sharm El Sheikh | 2019/04/10 08:00 | Milkova, Barbora v Zhibek Kulambayeva | 6-2,6-4 |