| ITF Women Canberra Qual | 10/29 23:30 | 54 | Brooke Winley v Anne-Marie Medcalf | 2-6,6-7 | |
| Others | 09/25 02:30 | 62 | Marianna Zakarlyuk v Brooke Winley | 6-2,6-2 | |
| Others | 09/25 00:00 | 62 | Somer Dalla-Bona v Brooke Winley | 2-6,4-6 | |
| ITF Women Tweed Heads Qual | 09/19 01:40 | 54 | Gabriella Da Silva Fick v Brooke Winley | 7-6,6-4 | |
| ITF Women Tweed Heads Qual | 09/18 01:00 | 54 | Brooke Winley v Tayla Whitehouse | 6-3,6-0 | |
| ITF Women Hong Kong | 07/16 05:30 | 54 | Ayano Shimizu v Brooke Winley | 6-1,6-2 | |
| ITF Women Hong Kong | 07/09 05:00 | 54 | Michaela Haet v Brooke Winley | 6-3,7-5 | |
| ITF Women Canberra Qual | 03/12 23:00 | 62 | Katharina Lehnert v Brooke Winley | 6-4,6-1 |