Stadium: Court 3 Round: 54 Ground: Clay
| ITF W15 Prokuplje | 2019/07/01 07:00 | Ukolova, Anna v Kiara Cvetkovic | 6-1,6-3 |
| Minsk, Singles W-ITF-BLR-03A | 2019/06/12 07:00 | Ukolova, Anna v Valeriya Strakhova | 4-6,1-6 |
| Minsk, Singles W-ITF-BLR-03A | 2019/06/11 09:00 | Palkina, Ksenia v Ukolova, Anna | 2-6,6-7 |
| Minsk, Singles W-ITF-BLR-03A | 2019/06/10 07:00 | Ukolova, Anna v Kremen, Ilona | 4-6,6-2,10-7 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/08 09:00 | Nina Stadler v Ukolova, Anna | 3-6,6-2,6-2 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/07 09:00 | Ingrid Vojcinakova v Ukolova, Anna | 1-6,4-6 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/06 10:35 | Giulia Carbonaro v Ukolova, Anna | 3-6,5-7 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/04 09:00 | Radilofe, Sariaka Veronika Rachelle v Ukolova, Anna | 0-6,0-6 |
| ITF W15 Prokuplje | 2019/07/01 07:00 | Poile, Miranda v Joksovic, Doroteja | 3-6,2-6 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/27 10:25 | Joksovic, Doroteja v Nuria Brancaccio | 4-6,2-6 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/25 09:25 | Giorgia Pinto v Joksovic, Doroteja | 4-6,3-6 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/24 14:00 | Joksovic, Doroteja v Carola Cavelli | 6-1,6-0 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/19 10:45 | Joksovic, Doroteja v Julieta Lara Estable | 1-6,3-6 |
| Tabarka, Singles W-ITF-TUN-18A | 2019/06/17 12:00 | Joksovic, Doroteja v Augustinova, Natalie | 6-3,6-3 |
| ITF - W15 Héraklion | 2019/05/23 11:00 | Joksovic, Doroteja v Elena Malygina | 1-6,4-6 |
| ITF - W15 Héraklion | 2019/05/22 13:00 | Joksovic, Doroteja v Skachkova, Katsiaryna | 6-2,6-2 |