Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF Women Obidos | 2018/04/25 10:45 | Sarah Beth Grey v Freya Christie | 6-2,2-6,6-2 |
| ITF W25 Woking | 2019/07/31 12:20 | Tayisiya Morderger v Sarah Beth Grey | 6-1,6-7,3-6 |
| ITF W25 Porto | 2019/07/24 14:05 | Sarah Beth Grey v Mari Osaka | 5-7,5-7 |
| ITF W25 Palmela | 2019/07/18 10:30 | Eden Silva v Sarah Beth Grey | 4-6,6-3,6-4 |
| ITF W25 Palmela | 2019/07/17 10:35 | Sarah Beth Grey v Magali Kempen | 7-6,7-6 |
| WTA Birmingham | 2019/06/15 14:30 | Astra Sharma v Sarah Beth Grey | 7-5,6-1 |
| WTA Nottingham | 2019/06/09 11:00 | Danielle Lao v Sarah Beth Grey | 7-6,6-2 |
| ITF W25 Obidos | 2019/05/15 13:10 | Sarah Beth Grey v Urszula Radwanska | 2-6,4-6 |
| ITF W25 Obidos | 2019/05/08 13:00 | Lucie Wargnier v Sarah Beth Grey | 7-5,6-3 |
| ITF W25 Woking | 2019/07/31 14:10 | Freya Christie v Naiktha Bains | 6-1,7-5 |
| ITF W25 Woking | 2019/07/29 14:30 | Freya Christie v Katarzyna Pitak | 6-3,6-0 |
| ITF W25 Woking | 2019/07/29 08:30 | Freya Christie v Scarlett Hutchinson | 6-1,6-0 |
| WTA Eastbourne | 2019/06/21 12:50 | Dayana Yastremska v Freya Christie | 6-0,7-6 |
| WTA Birmingham | 2019/06/15 10:00 | Destanee Aiava v Freya Christie | 6-2,6-3 |
| WTA Nottingham | 2019/06/09 11:05 | Freya Christie v Valeria Savinykh | 6-3,3-6,4-6 |
| ITF W25 Incheon | 2019/05/27 03:00 | Freya Christie v Eunseo Yun | 4-6,6-1,4-10 |
| ITF W25 Goyang | 2019/05/21 03:25 | Freya Christie v Dayeon Back | 5-7,2-6 |