Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| Mildura, Simples W-ITF-AUS-06A | 2019/03/06 04:00 | Rogowska, Olivia v Woolcock, Belinda | 6-4,2-6,5-7 |
| ITF W25 Playford | 2018/12/31 23:30 | Rogowska, Olivia v Woolcock, Belinda | 6-3,6-7,5-10 |
| Penrith, Simples W-WITF-AUS-09A | 2017/09/21 02:45 | Woolcock, Belinda v Rogowska, Olivia | 6-7,6-7 |
| ITF W60 Darwin | 2019/09/25 04:30 | Rogowska, Olivia v Luangnam, Nudnida | 6-1,6-7,6-2 |
| ITF W25 Cairns | 2019/09/21 01:30 | Zlochova, Zuzana v Rogowska, Olivia | 6-2,6-4 |
| ITF W25 Cairns | 2019/09/20 04:50 | Mihalikova, Tereza v Rogowska, Olivia | 3-6,3-6 |
| ITF W25 Cairns | 2019/09/19 02:30 | Hourigan, Paige Mary v Rogowska, Olivia | 1-6,5-7 |
| ITF W25 Cairns | 2019/09/18 00:00 | Minokoshi, Mai v Rogowska, Olivia | 2-6,4-6 |
| Gatineau, Singles W-ITF-CAN-04A | 2019/07/17 16:25 | Sophie Chang v Rogowska, Olivia | 6-7,6-4,6-1 |
| ITF W25 Saskatoon | 2019/07/11 17:00 | Westby, Madison v Rogowska, Olivia | 4-6,6-3,6-3 |
| ITF W25 Saskatoon | 2019/07/10 17:35 | Livianu, Jessica v Rogowska, Olivia | 6-2,6-7,1-6 |
| 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 |
| Concord, Singles W-ITF-USA-31B | 2019/08/12 13:00 | Varvara Gracheva v Woolcock, Belinda | 6-3,6-7,6-10 |
| Landisville, Qualifications Simples W-ITF-USA-29A | 2019/08/05 17:35 | Woolcock, Belinda v Gabueva, Angelina | 4-6,2-6 |
| ITF W60 Lexington | 2019/07/31 23:00 | Woolcock, Belinda v Katie Swan | 2-6,1-6 |
| Bethany Beach, Singles W-ITF-USA-17A | 2019/06/06 15:35 | Layne Sleeth v Woolcock, Belinda | 2-6,2-6 |