Stadium: Court 1 Round: 62 Ground: Hardcourt indoor
| WTA Bari | 2023/09/04 13:00 | Jennifer Ruggeri v Freya Christie | 6-3,6-1 |
| WTA Bari | 2023/09/03 16:00 | Freya Christie v Daria Raimondo | 6-2,7-5 |
| WTA Kozerki | 2023/08/06 10:30 | Noma Noha Akugue v Freya Christie | 6-3,6-4 |
| WTA Budapest | 2023/07/15 12:10 | Freya Christie v Nina Potocnik | 2-6,3-6 |
| ITF W100 Surbiton | 2023/06/04 09:55 | Freya Christie v Emily Appleton | 1-6,4-6 |
| ITF W100 Trnava | 2023/05/08 12:45 | Freya Christie v Ivana Sebestova | 3-6,4-6 |
| ITF W100 Trnava | 2023/05/07 09:40 | Freya Christie v Adriana Tkachenko | 6-2,6-4 |
| WTA Saint-Malo | 2023/05/04 10:25 | Sloane Stephens v Freya Christie | 6-1,6-1 |
| ITF W25 Reims | 2023/10/01 13:40 | Anna Chekanskaya v Lucie Brun | 6-0,6-0 |
| ITF W15 Dijon | 2023/09/14 09:25 | Anna Chekanskaya v Fiona Ganz | 4-6,2-6 |
| ITF W15 Dijon | 2023/09/13 11:00 | Anna Chekanskaya v Maelle Leclercq | 6-3,3-6,7-5 |
| ITF W15 Dijon | 2023/09/12 13:45 | Severine Deppner v Anna Chekanskaya | 6-3,4-6,1-6 |
| ITF W15 Dijon | 2023/09/11 09:55 | Helena Mohamed v Anna Chekanskaya | 7-5,7-6 |
| ITF W15 Dijon | 2023/09/10 11:45 | Ella Kordik v Anna Chekanskaya | 2-6,1-6 |
| UTR Pro Florence Women | 2023/05/26 08:04 | Anna Chekanskaya v Nicole Teodosescu | 4-6,7-6,5-7 |
| UTR Pro Florence Women | 2023/05/25 07:30 | Anna Chekanskaya v Giulia Tedesco | 0-0 |