Stadium: Court 8 Round: 27 Ground: Hardcourt outdoor
| ITF W60 Playford | 2019/11/01 01:25 | Woolcock, Belinda v Maddison Inglis | 7-6,3-6,3-6 |
| Burnie, Simples W-ITF-AUS-02A | 2019/01/21 05:00 | Woolcock, Belinda v Maddison Inglis | 6-3,6-4 |
| Open d'Australie Asie-Pacifique Wildcard Playoff | 2019/12/09 23:00 | Maddison Inglis v Kempenaers-Pocz, Charlotte | 2-6,6-3,6-4 |
| ITF W60 Playford | 2019/11/02 02:15 | Lizette Cabrera v Maddison Inglis | 2-6,6-4,6-4 |
| ITF W60 Playford | 2019/11/01 01:25 | Woolcock, Belinda v Maddison Inglis | 7-6,3-6,3-6 |
| ITF W60 Playford | 2019/10/30 01:10 | Mihalikova, Tereza v Maddison Inglis | 2-6,2-6 |
| ITF W60 Bendigo | 2019/10/27 00:00 | Maddison Inglis v Lizette Cabrera | 2-6,3-6 |
| ITF W60 Bendigo | 2019/10/26 00:10 | Priscilla Hon v Maddison Inglis | 4-6,4-6 |
| ITF W60 Bendigo | 2019/10/24 23:00 | Maddison Inglis v Chihiro Muramatsu | 6-2,6-2 |
| ITF W60 Bendigo | 2019/10/24 00:55 | Maddison Inglis v Ozaki, Risa | 6-2,7-6 |
| Open d'Australie Asie-Pacifique Wildcard Playoff | 2019/12/10 02:40 | Bai, Alison v Woolcock, Belinda | 3-6,4-6 |
| ITF W60 Playford | 2019/11/01 01:25 | Woolcock, Belinda v Maddison Inglis | 7-6,3-6,3-6 |
| ITF W60 Playford | 2019/10/30 23:30 | Ayano Shimizu v Woolcock, Belinda | 0-6,0-6 |
| ITF W60 Playford | 2019/10/29 23:30 | Woolcock, Belinda v Gabriella Da Silva Fick | 6-4,6-4 |
| ITF W60 Bendigo | 2019/10/23 23:00 | Priscilla Hon v Woolcock, Belinda | 7-6,6-4 |
| ITF W60 Bendigo | 2019/10/23 00:20 | Woolcock, Belinda v Alicia Smith | 6-4,5-7,6-1 |
| Toowoomba, Simples W-ITF-AUS-12A | 2019/10/11 04:30 | Kyoka Okamura v Woolcock, Belinda | 6-3,6-3 |
| Toowoomba, Simples W-ITF-AUS-12A | 2019/10/10 01:40 | Woolcock, Belinda v Destanee Aiava | 7-5,4-6,6-4 |