Stadium: Court 8 Round: 25 Ground: Clay
| ITF W25 Baja | 2019/07/16 09:45 | Oleksandra Oliynykova v Izabela Gabriela Novac | 6-4,6-4 |
| ITF W15 Prokuplje | 2019/07/05 08:55 | Oleksandra Oliynykova v Ana L De La Nuez | 6-7,2-6 |
| ITF W15 Prokuplje | 2019/07/04 08:40 | Oleksandra Oliynykova v Draginja Vukovic | 6-0,6-3 |
| ITF W15 Prokuplje | 2019/07/03 07:00 | Yukina Saigo v Oleksandra Oliynykova | 1-6,3-6 |
| ITF W15 Budapest | 2019/06/26 08:00 | Oleksandra Oliynykova v Romana Cisovska | 6-3,2-6,2-6 |
| ITF W15 Heráklion | 2019/06/02 07:00 | Oleksandra Oliynykova v Oana Gavrila | 1-6,3-6 |
| ITF W15 Heráklion | 2019/06/01 09:40 | Oleksandra Oliynykova v Mariam Dalakishvili | 7-6,7-6 |
| ITF W15 Heráklion | 2019/05/31 07:00 | Tamara Malesevic v Oleksandra Oliynykova | 6-2,2-6,4-6 |
| Wimbledon - ženy | 2019/06/25 13:30 | Dejana Radanovic v Oceane Dodin | 6-7,5-7 |
| ITF W60 Staré Splavy | 2019/06/20 09:35 | Laura Ioana Paar v Dejana Radanovic | 6-4,6-2 |
| ITF W60 Staré Splavy | 2019/06/19 08:00 | Monika Kilnarova v Dejana Radanovic | 6-4,3-6,5-7 |
| ITF W60 Barcelona | 2019/06/12 07:40 | Katharina Hobgarski v Dejana Radanovic | 6-2,7-6 |
| ITF W60 Brescia | 2019/06/05 15:25 | Dejana Radanovic v Pemra Ozgen | 6-0,1-6,5-7 |
| WTA Nurnberg | 2019/05/19 08:30 | Dejana Radanovic v Nina Stojanovic | 6-7,7-5,1-6 |
| WTA Nurnberg | 2019/05/18 10:15 | Dejana Radanovic v Anastasia Grymalska | 6-3,6-4 |
| ITF W25 Rome | 2019/05/10 15:30 | Daniela Seguel v Dejana Radanovic | 1-6,6-2,6-4 |