Stadium: Court 2 Round: 14 Ground: Clay
| ITF W25 Cairns | 2023/10/15 03:40 | Taylah Preston v Yuki Naito | 6-4,6-4 |
| ITF W25 Cairns | 2023/10/14 02:45 | Destanee Aiava v Taylah Preston | 6-7,1-6 |
| ITF W25 Cairns | 2023/10/13 04:40 | Taylah Preston v Ivana Popovic | 6-3,6-7,6-3 |
| ITF W25 Cairns | 2023/10/12 02:05 | Taylah Preston v Roisin Gilheany | 6-2,6-3 |
| ITF W25 Cairns | 2023/10/11 02:00 | Taylah Preston v Mei Hasegawa | 6-1,6-0 |
| ITF W25 Cairns | 2023/10/06 01:00 | Maddison Inglis v Taylah Preston | 6-2,6-2 |
| ITF W25 Cairns | 2023/10/05 02:10 | Alana Parnaby v Taylah Preston | 3-6,3-6 |
| ITF W25 Cairns | 2023/10/03 23:55 | Milan Krish v Taylah Preston | 1-6,1-6 |
| ITF W40 Quinta do Lago | 2023/10/13 09:00 | Heather Watson v Arina Rodionova | 5-7,4-6 |
| ITF W40 Quinta do Lago | 2023/10/12 09:00 | Heather Watson v Justina Mikulskyte | 6-2,6-4 |
| ITF W40 Quinta do Lago | 2023/10/10 10:10 | Heather Watson v Diana Marcinkevica | 6-4,6-1 |
| US Open Women | 2023/08/22 17:45 | Dayana Yastremska v Heather Watson | 6-3,6-2 |
| WTA Stanford | 2023/08/14 17:00 | Iryna Shymanovich v Heather Watson | 6-2,6-4 |
| WTA Prague | 2023/08/01 13:55 | Heather Watson v Jule Niemeier | 2-6,3-6 |
| WTA Warsaw | 2023/07/29 12:20 | Heather Watson v Yanina Wickmayer | 4-6,3-6 |
| WTA Warsaw | 2023/07/27 08:00 | Heather Watson v Yuliya Hatouka | 6-2,5-7,6-1 |