Round: 26 Ground: Hardcourt outdoor
| ITF Women Canberra | 2017/11/01 23:00 | Destanee Aiava v Woolcock, Belinda | 6-1,6-3 |
| Toowoomba, Simples W-ITF-AUS-12A | 2019/10/09 03:30 | Woolcock, Belinda v Alana Parnaby | 6-2,7-5 |
| Brisbane, Simples W-ITF-AUS-11A | 2019/10/03 02:00 | Sohyun Park v Woolcock, Belinda | 7-5,4-6,6-0 |
| Brisbane, Simples W-ITF-AUS-11A | 2019/10/02 04:20 | Woolcock, Belinda v Rogowska, Olivia | 6-2,5-7,6-4 |
| ITF W60 Darwin | 2019/09/26 02:20 | Rogowska, Olivia v Woolcock, Belinda | 6-2,7-5 |
| ITF W60 Darwin | 2019/09/24 04:25 | Woolcock, Belinda v Xu, Shilin | 6-2,6-2 |
| New York, USA | 2019/08/17 14:00 | Jil Teichmann v Woolcock, Belinda | 6-3,6-4 |
| New York, USA | 2019/08/16 14:00 | Woolcock, Belinda v Kukharchuk, Nika | 6-4,7-6 |
| Concord, Singles W-ITF-USA-31B | 2019/08/12 21:00 | Woolcock, Belinda v Magdalena Frech | 4-6,5-7 |
| Toowoomba, Simples W-ITF-AUS-12A | 2019/10/08 02:50 | Zara Brankovic v Destanee Aiava | 3-6,1-6 |
| Brisbane, Simples W-ITF-AUS-11A | 2019/10/03 02:00 | Ivana Popovic v Destanee Aiava | 6-2,6-3 |
| Brisbane, Simples W-ITF-AUS-11A | 2019/10/01 01:45 | Mai Hontama v Destanee Aiava | 6-2,4-6,5-7 |
| ITF W60 Darwin | 2019/09/26 00:30 | Destanee Aiava v Ivana Popovic | 4-6,2-6 |
| ITF W60 Darwin | 2019/09/24 02:05 | Destanee Aiava v Bai, Alison | 6-2,4-6,7-5 |
| WTA Seoul | 2019/09/15 04:20 | Priscilla Hon v Destanee Aiava | 7-6,6-2 |
| WTA Seoul | 2019/09/14 05:40 | Urszula Radwanska v Destanee Aiava | 6-1,6-7,1-6 |
| Hiroshima, Japon | 2019/09/08 06:15 | Destanee Aiava v Namigata, Junri | 2-6,4-6 |