Stadium: Court Central Round: 25 Ground: Hardcourt indoor
| ITF W25 Cherbourg | 2023/10/16 15:55 | Flavie Brugnone v Anna Chekanskaya | 5-7,3-6 |
| ITF W25 Cherbourg | 2023/10/15 07:55 | Vanja Gudelj v Anna Chekanskaya | 6-7,1-6 |
| UTR Pro Beograd Women | 2023/10/12 06:00 | Anna Chekanskaya v Polina Bakhmutkina | 3-6,4-6 |
| UTR Pro Beograd Women | 2023/10/11 12:00 | Anna Chekanskaya v Ioana T Sava | 6-3,6-7,2-6 |
| UTR Pro Beograd Women | 2023/10/10 11:41 | Anna Chekanskaya v Ksenia Laskutova | 1-6,7-5,1-6 |
| UTR Pro Beograd Women | 2023/10/09 06:00 | Milica Popovski v Anna Chekanskaya | 3-6,6-3,4-5 |
| ITF W25 Reims | 2023/10/02 10:25 | Freya Christie v Anna Chekanskaya | 6-4,6-0 |
| ITF W25 Reims | 2023/10/01 13:40 | Anna Chekanskaya v Lucie Brun | 6-0,6-0 |
| ITF W25 Cherbourg | 2023/10/16 10:50 | Alisa Baranovska v Severine Deppner | 6-0,7-6 |
| ITF W25 Cherbourg | 2023/10/15 15:05 | Alisa Baranovska v Nora Senay-Gavins | 6-0,6-0 |
| ITF W15 Brasov | 2023/09/03 08:00 | Nicole Fossa Huergo v Alisa Baranovska | 3-6,3-6 |
| ITF W15 Brasov | 2023/09/02 10:40 | Julia Stamatova v Alisa Baranovska | 6-4,2-6,2-6 |
| ITF W15 Brasov | 2023/08/31 07:00 | Simona Ogescu v Alisa Baranovska | 5-7,3-6 |
| ITF W15 Brasov | 2023/08/30 13:00 | Ada Piestrzynska v Alisa Baranovska | 0-6,4-6 |
| ITF W15 Brasov | 2023/08/29 09:25 | Alisa Baranovska v Krystyna Pochtovyk | 6-1,6-3 |
| ITF W15 Brasov | 2023/08/28 09:30 | Alisa Baranovska v Maria Theodora Stancescu | 6-3,6-0 |