Stadium: Clay Court 4 Round: 25 Ground: Clay
| 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 |
| ITF W25 Moscow | 2019/07/23 08:00 | Ilona Kremen v Diana Demidova | 1-6,6-1,10-6 |
| ITF W15 Tabarka | 2019/09/19 10:30 | Giorgia Pinto v Alice Gillan | 6-2,6-3 |
| ITF W15 Tabarka | 2019/09/17 10:00 | Niditra Rajmohan v Alice Gillan | 1-6,1-6 |
| ITF W15 Haren | 2019/08/28 09:00 | Alice Gillan v Annelou Nab | 3-6,2-6 |
| ITF M25 Chiswick | 2019/08/07 10:25 | Qinwen Zheng v Alice Gillan | 6-3,7-6 |
| ITF W25 Woking | 2019/07/31 15:50 | Alice Gillan v Pei-Chi Lee | 4-6,5-7 |
| ITF W100 Manchester | 2019/06/10 12:05 | Alice Gillan v Luisa Stefani | 1-6,2-6 |
| ITF W15 Tacarigua | 2019/05/25 22:30 | Alice Gillan v Safiya Carrington | 2-6,1-6 |
| ITF W15 Tacarigua | 2019/05/23 22:05 | Alice Gillan v Tricia Mar | 6-3,6-3 |