Stadium: Court Maldarizzi Round: 25 Ground: Clay
| ITF W25 Trieste | 2023/09/01 11:35 | Jennifer Ruggeri v Iva Primorac | 6-7,3-6 |
| ITF W25 Trieste | 2023/08/31 13:40 | Jennifer Ruggeri v Anna Turati | 0-6,6-4,7-6 |
| ITF W25 Trieste | 2023/08/30 10:25 | Anastasia Gasanova v Jennifer Ruggeri | 5-7,1-6 |
| ITF W25 Trieste | 2023/08/28 07:00 | Jennifer Ruggeri v Lara Michel | 6-2,6-4 |
| ITF W25 Trieste | 2023/08/27 08:00 | Jennifer Ruggeri v Vittoria Modesti | 6-3,6-3 |
| ITF W60 Cordenons | 2023/08/01 16:30 | Jennifer Ruggeri v Alexandra Ignatik | 4-6,0-6 |
| ITF W60 Cordenons | 2023/07/31 10:15 | Anne Schaefer v Jennifer Ruggeri | 3-6,6-7 |
| ITF W60 Cordenons | 2023/07/30 11:00 | Martina Spigarelli v Jennifer Ruggeri | 2-6,6-7 |
| 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 |
| WTA Saint-Malo | 2023/05/02 10:40 | Katie Swan v Freya Christie | 6-2,5-7,3-6 |