Round: 44 Ground: Clay
| ITF W15 Antalya | 2019/10/28 07:00 | Viktoriya Petrenko v Diana Demidova | 6-2,6-4 |
| ITF W25 Penza | 2019/08/28 12:10 | Diana Demidova v Anastasiya Komardina | 3-6,1-6 |
| ITF W25 Penza | 2019/08/27 07:00 | Viktoriia Kalinina v Diana Demidova | 3-6,5-7 |
| ITF W15 Moscow | 2019/08/20 07:00 | Noel Saidenova v Diana Demidova | 6-4,6-1 |
| ITF W15 Moscow | 2019/08/19 09:00 | Maria Daniels Sierra v Diana Demidova | 4-6,3-6 |
| ITF W15 Moscow | 2019/08/14 12:40 | Maria Shusharina v Diana Demidova | 7-5,6-2 |
| ITF W15 Moscow | 2019/08/13 07:00 | Ekaterina Reyngold v Diana Demidova | 4-6,4-6 |
| ITF W15 Moscow | 2019/08/12 07:00 | Polina Nazarchuk v Diana Demidova | 3-6,0-6 |